Skip to main content

2020 | OriginalPaper | Buchkapitel

8. Functional Enzyme Mimics for Oxidative Halogenation Reactions that Combat Biofilm Formation

verfasst von : Karoline Herget, Hajo Frerichs, Felix Pfitzner, Muhammad Nawaz Tahir, Wolfgang Tremel

Erschienen in: Nanozymology

Verlag: Springer Singapore

Aktivieren Sie unsere intelligente Suche, um passende Fachinhalte oder Patente zu finden.

search-config
loading …

Abstract

Chemical halogenation is an important transformation in organic synthesis. Halogenations involve the use of reactive and toxic halogens (X2) or hydrogen halides (HX). Chemical halogenations are fast and exothermic, but with little regio- or stereoselectivity. By doing halogenation reactions with halide anions, O2 or hydrogen peroxide (H2O2) as oxidants and vanadium- or iron-dependent haloperoxidases (HPOs) or FAD-dependent halogenases (HOs) as catalysts biosynthesis provides this specificity and selectivity. In nature, halogenation is a strategy to increase the biological activity of secondary metabolites with antibacterial, antiviral, antiprotozoal, and antifungal properties. Since halogenated secondary metabolites prevent the formation of bacterial biofilms and combat biofouling, halogenating enzymes have been proposed as alternative to traditional antifouling compounds. Feedback inhibition of HPO synthesis in bacteria is caused by the halogenated metabolites, which limits the concentration of halogenating agent (biocide) that can be produced. This review classifies these enzymes according to their catalytic functions and in view the current knowledge about the chemistry of settlement and adhesion of fouling organisms. It highlights molecular enzyme analogues and transition metal-based nanoparticles as functional enzyme mimics for the catalytic production of repellents in situ. The validity of the various modes of action is evaluated, and enzyme mimics with the highest potential are showcased.

Sie haben noch keine Lizenz? Dann Informieren Sie sich jetzt über unsere Produkte:

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

Mit Springer Professional "Wirtschaft+Technik" erhalten Sie Zugriff auf:

  • über 102.000 Bücher
  • über 537 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Finance + Banking
  • Management + Führung
  • Marketing + Vertrieb
  • Maschinenbau + Werkstoffe
  • Versicherung + Risiko

Jetzt Wissensvorsprung sichern!

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

  • über 67.000 Bücher
  • über 390 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Maschinenbau + Werkstoffe




 

Jetzt Wissensvorsprung sichern!

Literatur
1.
Zurück zum Zitat Bruggink A, Roos EC, de Vroom E (1998) Penicillin acylase in the industrial production of β-Lactam antibiotics. Org Process Res Dev 2(2):128–133 Bruggink A, Roos EC, de Vroom E (1998) Penicillin acylase in the industrial production of β-Lactam antibiotics. Org Process Res Dev 2(2):128–133
2.
Zurück zum Zitat Estell DA, Graycar TP, Miller JV, Powers DB, Burnier JP, Ng PG, Wells JA (1986) Probing steric and hydrophobic effects on enzyme-substrate interactions by protein engineering. Science 233(4764):659–663 Estell DA, Graycar TP, Miller JV, Powers DB, Burnier JP, Ng PG, Wells JA (1986) Probing steric and hydrophobic effects on enzyme-substrate interactions by protein engineering. Science 233(4764):659–663
3.
Zurück zum Zitat Jensen VJ, Rugh S (1987) Industrial scale production and application of immobilised glucose isomerase. Methods Enzymol: 356–370 Jensen VJ, Rugh S (1987) Industrial scale production and application of immobilised glucose isomerase. Methods Enzymol: 356–370
4.
Zurück zum Zitat Sedlaczek K (1988) Biotransformation of steroids. Crit Rev Biotechnol 7:187–236 Sedlaczek K (1988) Biotransformation of steroids. Crit Rev Biotechnol 7:187–236
5.
Zurück zum Zitat Dinçer A, Telefoncu A (2007) Improving the stability of cellulase by immobilization on modified polyvinyl alcohol coated chitosan beads. J Mol Catal B Enzym 45:10–14 Dinçer A, Telefoncu A (2007) Improving the stability of cellulase by immobilization on modified polyvinyl alcohol coated chitosan beads. J Mol Catal B Enzym 45:10–14
6.
Zurück zum Zitat Elleuche S, Schröder C, Sahm K, Antranikian G (2014) Extremozymes–biocatalysts with unique properties from extremophilic microorganisms. Curr Opin Biotechnol 29:116–123 Elleuche S, Schröder C, Sahm K, Antranikian G (2014) Extremozymes–biocatalysts with unique properties from extremophilic microorganisms. Curr Opin Biotechnol 29:116–123
7.
Zurück zum Zitat Breslow R, Overman LE (1970) “Artificial enzyme” combining a metal catalytic group and a hydrophobic binding cavity. J Am Chem Soc 92(4):1075–1077 Breslow R, Overman LE (1970) “Artificial enzyme” combining a metal catalytic group and a hydrophobic binding cavity. J Am Chem Soc 92(4):1075–1077
8.
Zurück zum Zitat Raynal M, Ballester P, Vidal-Ferran A, van Leeuwen PWNM (2014) Supramolecular catalysis. Part 2: artificial enzyme mimics. Chem Soc Rev 43:1734–1787 Raynal M, Ballester P, Vidal-Ferran A, van Leeuwen PWNM (2014) Supramolecular catalysis. Part 2: artificial enzyme mimics. Chem Soc Rev 43:1734–1787
9.
Zurück zum Zitat Breslow R (2006) Artificial enzymes. Wiley-VCH, Weinheim, Germany Breslow R (2006) Artificial enzymes. Wiley-VCH, Weinheim, Germany
10.
Zurück zum Zitat Wiester MJ, Ulmann PA, Mirkin CA (2006) Enzyme mimics based upon supramolecular coordination chemistry. Angew Chem Int Ed 50(1):114–137 Wiester MJ, Ulmann PA, Mirkin CA (2006) Enzyme mimics based upon supramolecular coordination chemistry. Angew Chem Int Ed 50(1):114–137
11.
Zurück zum Zitat Fan K, Cao C, Pan Y, Lu D, Yang D, Feng J, Song L, Liang M, Yan X (2012) Magnetoferritin nanoparticles for targeting and visualizing tumour tissues. Nat Nanotechnol 7(7):459–464 Fan K, Cao C, Pan Y, Lu D, Yang D, Feng J, Song L, Liang M, Yan X (2012) Magnetoferritin nanoparticles for targeting and visualizing tumour tissues. Nat Nanotechnol 7(7):459–464
12.
Zurück zum Zitat Kim CK, Kim T, Choi IY, Soh M, Kim D, Kim YJ, Jang H, Yang HS, Kim JY, Park HK, Park SP, Park S, Yu T, Yoon BW, Lee SH, Hyeon T (2012) Ceria nanoparticles that can protect against ischemic stroke. Angew Chem Int Ed 51(44):11039–11043 Kim CK, Kim T, Choi IY, Soh M, Kim D, Kim YJ, Jang H, Yang HS, Kim JY, Park HK, Park SP, Park S, Yu T, Yoon BW, Lee SH, Hyeon T (2012) Ceria nanoparticles that can protect against ischemic stroke. Angew Chem Int Ed 51(44):11039–11043
13.
Zurück zum Zitat Ragg R, Natalio F, Tahir MN, Janssen H, Kashyap A, Strand D, Strand S, Tremel W (2014) Molybdenum trioxide nanoparticles with Intrinsic sulfite oxidase activity. ACS Nano 8(5):5182–5189 Ragg R, Natalio F, Tahir MN, Janssen H, Kashyap A, Strand D, Strand S, Tremel W (2014) Molybdenum trioxide nanoparticles with Intrinsic sulfite oxidase activity. ACS Nano 8(5):5182–5189
14.
Zurück zum Zitat Yusop RM, Unciti-Broceta A, Johansson EM, Sanchez-Martin RM, Bradley M (2011) Palladium-mediated intracellular chemistry. Nat Chem 3(3):239–243 Yusop RM, Unciti-Broceta A, Johansson EM, Sanchez-Martin RM, Bradley M (2011) Palladium-mediated intracellular chemistry. Nat Chem 3(3):239–243
15.
Zurück zum Zitat Wei H, Wang E (2013) Nanomaterials with enzyme-like characteristics (nanozymes): next-generation artificial enzymes. Chem Soc Rev 42(14):6060–6093 Wei H, Wang E (2013) Nanomaterials with enzyme-like characteristics (nanozymes): next-generation artificial enzymes. Chem Soc Rev 42(14):6060–6093
16.
Zurück zum Zitat Lin Y, Ren J, Qu X (2014) Catalytically active nanomaterials: a promising candidate for artificial enzymes. Acc Chem Res 47(4):1097–1105 Lin Y, Ren J, Qu X (2014) Catalytically active nanomaterials: a promising candidate for artificial enzymes. Acc Chem Res 47(4):1097–1105
17.
Zurück zum Zitat Pirmohamed T, Dowding JM, Singh S, Wasserman B, Heckert E, Karakoti AS, King JES, Seal S, Self WT (2010) Nanoceria exhibit redox state-dependent catalase mimetic activity. Chem Commun 46:2736–2738 Pirmohamed T, Dowding JM, Singh S, Wasserman B, Heckert E, Karakoti AS, King JES, Seal S, Self WT (2010) Nanoceria exhibit redox state-dependent catalase mimetic activity. Chem Commun 46:2736–2738
18.
Zurück zum Zitat Fan J, Yin JJ, Ning B, Wu X, Hu Y, Ferrari M, Anderson GJ, Wie J, Zhao Y, Nie G (2011) Direct evidence for catalase and peroxidase activities of ferritin-platinum nanoparticles. Biomaterials 32(6):1611–1618 Fan J, Yin JJ, Ning B, Wu X, Hu Y, Ferrari M, Anderson GJ, Wie J, Zhao Y, Nie G (2011) Direct evidence for catalase and peroxidase activities of ferritin-platinum nanoparticles. Biomaterials 32(6):1611–1618
19.
Zurück zum Zitat Mu J, Zhang L, Zhao M, Wang Y (2014) Catalase mimic property of Co3O4 nanomaterials with different morphology and its application as a calcium sensor. ACS Appl Mater Interfaces 6(10):7090–7098 Mu J, Zhang L, Zhao M, Wang Y (2014) Catalase mimic property of Co3O4 nanomaterials with different morphology and its application as a calcium sensor. ACS Appl Mater Interfaces 6(10):7090–7098
20.
Zurück zum Zitat Baran T, Inanan T, Menteş A (2016) Synthesis, characterization, and catalytic activity in Suzuki coupling and catalase-like reactions of new chitosan supported Pd catalyst. Carbohydr Polym 145:20–29 Baran T, Inanan T, Menteş A (2016) Synthesis, characterization, and catalytic activity in Suzuki coupling and catalase-like reactions of new chitosan supported Pd catalyst. Carbohydr Polym 145:20–29
21.
Zurück zum Zitat Song L, Huang C, Zhang W, Ma M, Chen Z, Gu N, Zhang Y (2016) Graphene oxide-based Fe2O3 hybrid enzyme mimetic with enhanced peroxidase and catalase-like activities. Colloids Surf 506:747–755 Song L, Huang C, Zhang W, Ma M, Chen Z, Gu N, Zhang Y (2016) Graphene oxide-based Fe2O3 hybrid enzyme mimetic with enhanced peroxidase and catalase-like activities. Colloids Surf 506:747–755
22.
Zurück zum Zitat Liu X, Wang Q, Zhao H, Zhang L, Su Y, Lv Y (2012) BSA-templated MnO2 nanoparticles as both peroxidase and oxidase mimics. Analyst 137:4552–4558 Liu X, Wang Q, Zhao H, Zhang L, Su Y, Lv Y (2012) BSA-templated MnO2 nanoparticles as both peroxidase and oxidase mimics. Analyst 137:4552–4558
23.
Zurück zum Zitat Guo R, Wang Y, Yu S, Zhu W, Zheng F, Liu W, Zhang D, Wang J (2016) Dual role of hydrogen peroxide on the oxidase-like activity of nanoceria and its application for colorimetric hydrogen peroxide and glucose sensing. RSC Adv 6:59939–59945 Guo R, Wang Y, Yu S, Zhu W, Zheng F, Liu W, Zhang D, Wang J (2016) Dual role of hydrogen peroxide on the oxidase-like activity of nanoceria and its application for colorimetric hydrogen peroxide and glucose sensing. RSC Adv 6:59939–59945
24.
Zurück zum Zitat Salvemini D, Riley DP, Cuzzocrea S (2002) SOD mimetics are coming of age. Nat Rev Drug Discov 1:367–374 Salvemini D, Riley DP, Cuzzocrea S (2002) SOD mimetics are coming of age. Nat Rev Drug Discov 1:367–374
25.
Zurück zum Zitat Wang W, Jiang X, Chen K (2012) Iron phosphate microflowers as peroxidase mimic and superoxide dismutase mimic for biocatalysis and biosensing. Chem Commun 48:7289–7291 Wang W, Jiang X, Chen K (2012) Iron phosphate microflowers as peroxidase mimic and superoxide dismutase mimic for biocatalysis and biosensing. Chem Commun 48:7289–7291
26.
Zurück zum Zitat Schladt TD, Schneider K, Schild H, Tremel W (2011) Synthesis and bio-functionalization of magnetic nanoparticles for medical diagnosis and treatment. Dalton Trans 40:6315–6343 Schladt TD, Schneider K, Schild H, Tremel W (2011) Synthesis and bio-functionalization of magnetic nanoparticles for medical diagnosis and treatment. Dalton Trans 40:6315–6343
27.
Zurück zum Zitat Sun T, Zhang YS, Pang B, Hyun DC, Yang M, Xia Y (2014) Engineered nanoparticles for drug delivery in cancer therapy. Angew Chem Int Ed 53:12320–12364 Sun T, Zhang YS, Pang B, Hyun DC, Yang M, Xia Y (2014) Engineered nanoparticles for drug delivery in cancer therapy. Angew Chem Int Ed 53:12320–12364
28.
Zurück zum Zitat Ragg R, Tahir MN, Tremel W (2016) Solids Go Bio: inorganic nanoparticles as enzyme mimics. Eur J Inorg Chem 2016:1906–1915 Ragg R, Tahir MN, Tremel W (2016) Solids Go Bio: inorganic nanoparticles as enzyme mimics. Eur J Inorg Chem 2016:1906–1915
29.
Zurück zum Zitat Rosenzweig AC, Frederick CA, Lippard SJ, Nordlund P (1993) Crystal structure of a bacterial non-haem iron hydroxylase that catalyses the biological oxidation of methane. Nature 366:537–543 Rosenzweig AC, Frederick CA, Lippard SJ, Nordlund P (1993) Crystal structure of a bacterial non-haem iron hydroxylase that catalyses the biological oxidation of methane. Nature 366:537–543
30.
Zurück zum Zitat Lieberman RL, Rosenzweig AC (2005) Crystal structure of a membrane-bound metalloenzyme that catalyses the biological oxidation of methane. Nature 434:177–182 Lieberman RL, Rosenzweig AC (2005) Crystal structure of a membrane-bound metalloenzyme that catalyses the biological oxidation of methane. Nature 434:177–182
31.
Zurück zum Zitat Hakemian AS, Rosenzweig AC (2007) The biochemistry of methane oxidation. Annu Rev Biochem 76:223–241 Hakemian AS, Rosenzweig AC (2007) The biochemistry of methane oxidation. Annu Rev Biochem 76:223–241
32.
Zurück zum Zitat Himes RA, Karlin KD (2009) Copper-dioxygen complex mediated C–H bond oxygenation: relevance for particulate methane monooxygenase (pMMO). Curr Opin Chem Biol 13:119–131 Himes RA, Karlin KD (2009) Copper-dioxygen complex mediated C–H bond oxygenation: relevance for particulate methane monooxygenase (pMMO). Curr Opin Chem Biol 13:119–131
33.
Zurück zum Zitat Groothaert MH, Smeets PJ, Sels BF, Jacobs PA, Schoonheydt RA (2005) Selective oxidation of methane by the bis(μ-oxo)dicopper core stabilized on ZSM-5 and mordenite zeolites. J Am Chem Soc 127:1394–1395 Groothaert MH, Smeets PJ, Sels BF, Jacobs PA, Schoonheydt RA (2005) Selective oxidation of methane by the bis(μ-oxo)dicopper core stabilized on ZSM-5 and mordenite zeolites. J Am Chem Soc 127:1394–1395
34.
Zurück zum Zitat Grundner S, Markovits MAC, Li G, Tromp M, Pidko EA, Hensen EJM, Jentys A, Sanchez-Sanchez M, Lercher JA (2015) Single-site trinuclear copper oxygen clusters in mordenite for selective conversion of methane to methanol. Nat Commun 6:7546 Grundner S, Markovits MAC, Li G, Tromp M, Pidko EA, Hensen EJM, Jentys A, Sanchez-Sanchez M, Lercher JA (2015) Single-site trinuclear copper oxygen clusters in mordenite for selective conversion of methane to methanol. Nat Commun 6:7546
35.
Zurück zum Zitat Wu H, Tian C, Song X, Liu C, Yang D, Jiang Z (2013) Methods for the regeneration of nicotinamidecoenzymes. Green Chem 15:1773–1789 Wu H, Tian C, Song X, Liu C, Yang D, Jiang Z (2013) Methods for the regeneration of nicotinamidecoenzymes. Green Chem 15:1773–1789
36.
Zurück zum Zitat Rodriguez C, Lavandera I, Gotor V (2012) Recent advances in cofactor regeneration systems applied to biocatalyzed oxidative processes. Curr Org Chem 16:2525–2541 Rodriguez C, Lavandera I, Gotor V (2012) Recent advances in cofactor regeneration systems applied to biocatalyzed oxidative processes. Curr Org Chem 16:2525–2541
37.
Zurück zum Zitat Estabrook RW, Faulkner KM, Shet MS, Fisher CW (1996) Application of electrochemistry for P450-catalyzed reactions. Methods Enzymol 272:44–51 Estabrook RW, Faulkner KM, Shet MS, Fisher CW (1996) Application of electrochemistry for P450-catalyzed reactions. Methods Enzymol 272:44–51
38.
Zurück zum Zitat Reipa V, Mayhew MP, Vilker VL (1997) A direct electrode-driven P450 cycle for biocatalysis. Proc Natl Acad Sci USA 94:13554–13558 Reipa V, Mayhew MP, Vilker VL (1997) A direct electrode-driven P450 cycle for biocatalysis. Proc Natl Acad Sci USA 94:13554–13558
39.
Zurück zum Zitat Kim JH, Nam DH, Park CB (2014) Nanobiocatalytic assemblies for artificial photosynthesis. Curr Opin Biotechnol 28:1–9 Kim JH, Nam DH, Park CB (2014) Nanobiocatalytic assemblies for artificial photosynthesis. Curr Opin Biotechnol 28:1–9
40.
Zurück zum Zitat Hollmann F, Arends IWCE, Buehler K (2010) Biocatalytic redox reactions for organic synthesis: nonconventional regeneration methods. ChemCatChem 2:762–782 Hollmann F, Arends IWCE, Buehler K (2010) Biocatalytic redox reactions for organic synthesis: nonconventional regeneration methods. ChemCatChem 2:762–782
41.
Zurück zum Zitat Hollmann F, Hofstetter K, Habicher T, Hauer B, Schmid B (2005) Direct electrochemical regeneration of monooxygenase subunits for biocatalytic asymmetric epoxidation. J Am Chem Soc 127:6540–6541 Hollmann F, Hofstetter K, Habicher T, Hauer B, Schmid B (2005) Direct electrochemical regeneration of monooxygenase subunits for biocatalytic asymmetric epoxidation. J Am Chem Soc 127:6540–6541
42.
Zurück zum Zitat Hollmann F, Taglieber A, Schulz F, Reetz MT (2007) A light-driven stereoselective biocatalytic oxidation. Angew Chem Int Ed 46(16):2903–2906 Hollmann F, Taglieber A, Schulz F, Reetz MT (2007) A light-driven stereoselective biocatalytic oxidation. Angew Chem Int Ed 46(16):2903–2906
43.
Zurück zum Zitat Grau MM, Van Der Toorn JC, Otten LG, Macheroux P, Taglieber A, Zilly FE, Arends IWCE, Hollmann F (2009) Photoenzymatic reduction of C=C double bonds. Adv Synth Catal 351(18):3279–3286 Grau MM, Van Der Toorn JC, Otten LG, Macheroux P, Taglieber A, Zilly FE, Arends IWCE, Hollmann F (2009) Photoenzymatic reduction of C=C double bonds. Adv Synth Catal 351(18):3279–3286
44.
Zurück zum Zitat Taglieber A, Schulz F, Hollman F, Rusek M, Reetz MT (2008) Light-driven biocatalytic oxidation and reduction reactions: scope and limitations. ChemBioChem 9:565–572 Taglieber A, Schulz F, Hollman F, Rusek M, Reetz MT (2008) Light-driven biocatalytic oxidation and reduction reactions: scope and limitations. ChemBioChem 9:565–572
45.
Zurück zum Zitat Udit AK, Hill MG, Bittner VG, Arnold FG, Gray HB (2004) Reduction of dioxygen catalyzed by pyrene-wired heme domain cytochrome P450 BM3 electrodes. J Am Chem Soc 126:10218–10219 Udit AK, Hill MG, Bittner VG, Arnold FG, Gray HB (2004) Reduction of dioxygen catalyzed by pyrene-wired heme domain cytochrome P450 BM3 electrodes. J Am Chem Soc 126:10218–10219
46.
Zurück zum Zitat Unversucht S, Hollmann F, Schmid A, van Pée KH (2005) FADH2-dependence of tryptophan 7-Halogenase. Adv Synth Catal 347:1163–1167 Unversucht S, Hollmann F, Schmid A, van Pée KH (2005) FADH2-dependence of tryptophan 7-Halogenase. Adv Synth Catal 347:1163–1167
47.
Zurück zum Zitat Zilly FE, Taglieber A, Schulz F, Hollmann F, Reetz MT (2009) Deazaflavins as mediators in light-driven cytochrome P450 catalyzed hydroxylations. Chem Commun 2:7152–7154 Zilly FE, Taglieber A, Schulz F, Hollmann F, Reetz MT (2009) Deazaflavins as mediators in light-driven cytochrome P450 catalyzed hydroxylations. Chem Commun 2:7152–7154
48.
Zurück zum Zitat Peterson DH, Murray HC, Eppstein SH, Reineke LM, Weintraub A, Meister PD, Leigh HM (1952) Microbiological transformations of steroids.1I. Introduction of oxygen at carbon-11 of progesterone. J Am Chem Soc 74:5933–5936 Peterson DH, Murray HC, Eppstein SH, Reineke LM, Weintraub A, Meister PD, Leigh HM (1952) Microbiological transformations of steroids.1I. Introduction of oxygen at carbon-11 of progesterone. J Am Chem Soc 74:5933–5936
49.
Zurück zum Zitat Groves JT (2003) The bioinorganic chemistry of iron in oxygenases and supramolecular assemblies. Proc Natl Acad Sci USA 100:3569–3574 Groves JT (2003) The bioinorganic chemistry of iron in oxygenases and supramolecular assemblies. Proc Natl Acad Sci USA 100:3569–3574
50.
Zurück zum Zitat Liu W, Groves JT (2010) Manganese porphyrins catalyze selective C−H bond halogenations. J Am Chem Soc 132(37):12847–12849 Liu W, Groves JT (2010) Manganese porphyrins catalyze selective C−H bond halogenations. J Am Chem Soc 132(37):12847–12849
51.
Zurück zum Zitat Liu W, Groves JT (2015) Manganese catalyzed C–H halogenation. Acc Chem Res 48(6):1727–1735 Liu W, Groves JT (2015) Manganese catalyzed C–H halogenation. Acc Chem Res 48(6):1727–1735
52.
Zurück zum Zitat Liu W, Groves JT (2013) Manganese-catalyzed oxidative benzylic C–H fluorination by fluoride ions. Angew Chem Int Ed 52(23):6024–6027 Liu W, Groves JT (2013) Manganese-catalyzed oxidative benzylic C–H fluorination by fluoride ions. Angew Chem Int Ed 52(23):6024–6027
53.
Zurück zum Zitat Liu W, Huang X, Groves JT (2013) Oxidative aliphatic C–H fluorination with manganese catalysts and fluoride ion. Nat Protoc 8(123):2348–2354 Liu W, Huang X, Groves JT (2013) Oxidative aliphatic C–H fluorination with manganese catalysts and fluoride ion. Nat Protoc 8(123):2348–2354
54.
Zurück zum Zitat Zechel DL, Reid SP, Nashiru O, Mayer C, Stoll D, Jakeman DL, Warren RAJ, Wither SG (2001) Enzymatic synthesis of Carbon–Fluorine bonds. J Am Chem Soc 123(18):4350–4351 Zechel DL, Reid SP, Nashiru O, Mayer C, Stoll D, Jakeman DL, Warren RAJ, Wither SG (2001) Enzymatic synthesis of Carbon–Fluorine bonds. J Am Chem Soc 123(18):4350–4351
55.
Zurück zum Zitat O’Hagan D, Deng H (2015) Enzymatic fluorination and biotechnological developments of the fluorinase. Chem Rev 115(2):634–649 O’Hagan D, Deng H (2015) Enzymatic fluorination and biotechnological developments of the fluorinase. Chem Rev 115(2):634–649
56.
Zurück zum Zitat O’Hagan D, Schaffrath C, Cobb SL, Hamilton JTG, Murphy CD (2002) Biosynthesis of an organofluorine molecule. Nature 416:279 O’Hagan D, Schaffrath C, Cobb SL, Hamilton JTG, Murphy CD (2002) Biosynthesis of an organofluorine molecule. Nature 416:279
57.
Zurück zum Zitat Senn HM, O’Hagan D, Thiel W (2005) Insight into enzymatic C−F Bond formation from QM and QM/MM calculations. J Am Chem Soc 127(39):13643–13655 Senn HM, O’Hagan D, Thiel W (2005) Insight into enzymatic C−F Bond formation from QM and QM/MM calculations. J Am Chem Soc 127(39):13643–13655
58.
Zurück zum Zitat Neidleman SL, Geigert J (1987) Biological halogenation: roles in nature, potential in industry. Endeavour 11(1):5–15 Neidleman SL, Geigert J (1987) Biological halogenation: roles in nature, potential in industry. Endeavour 11(1):5–15
59.
Zurück zum Zitat Fauvarque J (1996) The chlorine industry. Pure Appl Chem 68(9):1713–1720 Fauvarque J (1996) The chlorine industry. Pure Appl Chem 68(9):1713–1720
60.
Zurück zum Zitat Ratnasamy P, Singh AP (2008) Organic reactions: halogenation reactions. In: Ertl G (ed) Handbook of heterogenous catalysis, vol 7, 2nd edn. Wiley-VCH, Weinheim, Germany, pp 3564–3578 Ratnasamy P, Singh AP (2008) Organic reactions: halogenation reactions. In: Ertl G (ed) Handbook of heterogenous catalysis, vol 7, 2nd edn. Wiley-VCH, Weinheim, Germany, pp 3564–3578
61.
Zurück zum Zitat Wittcoff HA, Reuben BG, Plotkin JS (2013) Industrial organic chemicals, 3rd edn. Wiley, Hoboken, NJ, USA Wittcoff HA, Reuben BG, Plotkin JS (2013) Industrial organic chemicals, 3rd edn. Wiley, Hoboken, NJ, USA
62.
Zurück zum Zitat Purser S, Moore PR, Swallow S, Gouverneur V (2008) Fluorine in medicinal chemistry. Chem Soc Rev 37(2):320–330 Purser S, Moore PR, Swallow S, Gouverneur V (2008) Fluorine in medicinal chemistry. Chem Soc Rev 37(2):320–330
63.
Zurück zum Zitat Campbell MG, Ritter T (2014) Late-stage fluorination: from fundamentals to application. Org Process Res Dev 18(4):474–480 Campbell MG, Ritter T (2014) Late-stage fluorination: from fundamentals to application. Org Process Res Dev 18(4):474–480
64.
Zurück zum Zitat Marsden SP (1997) Organic Halides. Contemp Org Synth 4:118–135 Marsden SP (1997) Organic Halides. Contemp Org Synth 4:118–135
65.
Zurück zum Zitat Wever R, Dekker HL, Van Schijndel JWPM, Vollenbroek EGM (1995) Antifouling paint containing haloperoxidases and method to determine halide concentrations, WO/1995/027009 Wever R, Dekker HL, Van Schijndel JWPM, Vollenbroek EGM (1995) Antifouling paint containing haloperoxidases and method to determine halide concentrations, WO/1995/027009
66.
Zurück zum Zitat Johansen C (2004) Antimicrobial composition containing a haloperoxidase, a hydrogen peroxide source, a halide source and an ammonium source. US 6.818.212 B2 Johansen C (2004) Antimicrobial composition containing a haloperoxidase, a hydrogen peroxide source, a halide source and an ammonium source. US 6.818.212 B2
67.
Zurück zum Zitat Christensen BE, Allesen-Holm M, Gjermansen M (2009) Methods for killing spores and disinfecting or sterilizing devices. US 2009/0104172 A1 Christensen BE, Allesen-Holm M, Gjermansen M (2009) Methods for killing spores and disinfecting or sterilizing devices. US 2009/0104172 A1
68.
Zurück zum Zitat André R, Natalio F, Tremel W, Wever R, Hartog A (2015) Use of vanadium pentoxide particles as a biocide. EP 2 671 449 A1 André R, Natalio F, Tremel W, Wever R, Hartog A (2015) Use of vanadium pentoxide particles as a biocide. EP 2 671 449 A1
69.
Zurück zum Zitat Fischer NF, Dobner C, Bräu M (2016) Use of vanadium-vontaining particles as biocides. US 2016/0113283 A1 Fischer NF, Dobner C, Bräu M (2016) Use of vanadium-vontaining particles as biocides. US 2016/0113283 A1
70.
Zurück zum Zitat Hofrichter M, Ullrich R (2006) Heme-thiolate haloperoxidases: versatile biocatalysts with biotechnological and environmental significance. Appl Microbiol Biotechnol 71(3):276–288 Hofrichter M, Ullrich R (2006) Heme-thiolate haloperoxidases: versatile biocatalysts with biotechnological and environmental significance. Appl Microbiol Biotechnol 71(3):276–288
71.
Zurück zum Zitat Littlechild J, Isupov M (2014) Haloperoxidase enzymes as redox catalysts important for industrial biocatalysis. In: Jacob C, Kirsch G, Slusarenko A, Winyard PG, Burkholz T (eds) Recent advances in redox active plant and microbial products. Springer Netherlands, Dordrecht, pp 425–446 Littlechild J, Isupov M (2014) Haloperoxidase enzymes as redox catalysts important for industrial biocatalysis. In: Jacob C, Kirsch G, Slusarenko A, Winyard PG, Burkholz T (eds) Recent advances in redox active plant and microbial products. Springer Netherlands, Dordrecht, pp 425–446
72.
Zurück zum Zitat Blunt JW, Copp BR, Keyzers RA, Munro MHG, Prinsep MR (2015) Marine natural products. Nat Prod Rep 32(2):116–211 Blunt JW, Copp BR, Keyzers RA, Munro MHG, Prinsep MR (2015) Marine natural products. Nat Prod Rep 32(2):116–211
73.
Zurück zum Zitat Shannon E, Abu-Ghannam N (2016) Antibacterial derivatives of marine Algae: an overview of pharmacological mechanisms and applications. Mar Drugs 14(4):81 Shannon E, Abu-Ghannam N (2016) Antibacterial derivatives of marine Algae: an overview of pharmacological mechanisms and applications. Mar Drugs 14(4):81
74.
Zurück zum Zitat Cheung RCF, Ng TB, Wong JH, Chen Y, Chan WY (2016) Marine natural products with anti-inflammatory activity. Appl Microbiol Biotechnol 100(4):1645–1666 Cheung RCF, Ng TB, Wong JH, Chen Y, Chan WY (2016) Marine natural products with anti-inflammatory activity. Appl Microbiol Biotechnol 100(4):1645–1666
75.
Zurück zum Zitat Malve H (2016) Exploring the ocean for new drug developments: marine pharmacology. J Pharm Bioallied Sci 8(2):83–91 Malve H (2016) Exploring the ocean for new drug developments: marine pharmacology. J Pharm Bioallied Sci 8(2):83–91
76.
Zurück zum Zitat Blunt JW, Copp BR, Keyzers RA, Munro MHG, Rrinsep MR (2016) Marine natural products. Nat Prod Rep 33(3):382–431 Blunt JW, Copp BR, Keyzers RA, Munro MHG, Rrinsep MR (2016) Marine natural products. Nat Prod Rep 33(3):382–431
77.
Zurück zum Zitat Mayer AMS, Rodríguez AD, Taglialatela-Scafati O, Fusetani N (2013) Marine pharmacology in 2009–2011: marine compounds with antibacterial, antidiabetic, antifungal, anti-inflammatory, antiprotozoal, antituberculosis, and antiviral activities; affecting the immune and nervous systems, and other miscellaneous mechanisms of action. Mar Drugs 11(7):2510–2573 Mayer AMS, Rodríguez AD, Taglialatela-Scafati O, Fusetani N (2013) Marine pharmacology in 2009–2011: marine compounds with antibacterial, antidiabetic, antifungal, anti-inflammatory, antiprotozoal, antituberculosis, and antiviral activities; affecting the immune and nervous systems, and other miscellaneous mechanisms of action. Mar Drugs 11(7):2510–2573
78.
Zurück zum Zitat Mayer AM, Nguyen M, Newman DJ, Glaser KB (2016) The marine pharmacology and pharmaceuticals pipeline in 2015. FASEB J 30(1):932–937 Mayer AM, Nguyen M, Newman DJ, Glaser KB (2016) The marine pharmacology and pharmaceuticals pipeline in 2015. FASEB J 30(1):932–937
79.
Zurück zum Zitat Soedjak HS, Walker JV, Butler A (1995) Inhibition and inactivation of vanadium bromoperoxidase by the substrate hydrogen peroxide and further mechanistic studies. Biochemistry 34(39):12689–12696 Soedjak HS, Walker JV, Butler A (1995) Inhibition and inactivation of vanadium bromoperoxidase by the substrate hydrogen peroxide and further mechanistic studies. Biochemistry 34(39):12689–12696
80.
Zurück zum Zitat Rehder D (2010) Bioanorganische chemie des vanadiums. Leben ohne vanadium? Chem unserer Zeit 44(5):322–331 Rehder D (2010) Bioanorganische chemie des vanadiums. Leben ohne vanadium? Chem unserer Zeit 44(5):322–331
81.
Zurück zum Zitat Leblanc C, Vilter H, Fournier JB, Delage L, Potin P, Rebuffet E, Michel G, Solari PL, Feiters MC, Czjzek M (2015) Vanadium haloperoxidases: from the discovery 30 years ago to X-ray crystallographic and V K-edge absorption spectroscopic studies. Coord Chem Rev 301–302:134–146 Leblanc C, Vilter H, Fournier JB, Delage L, Potin P, Rebuffet E, Michel G, Solari PL, Feiters MC, Czjzek M (2015) Vanadium haloperoxidases: from the discovery 30 years ago to X-ray crystallographic and V K-edge absorption spectroscopic studies. Coord Chem Rev 301–302:134–146
82.
Zurück zum Zitat Martinez JS, Carroll GL, Tschirret-Guth RA, Altenhoff G, Little RD, Butler A (2001) On the regiospecificity of vanadium bromoperoxidase. J Am Chem Soc 123(14):3289–3294 Martinez JS, Carroll GL, Tschirret-Guth RA, Altenhoff G, Little RD, Butler A (2001) On the regiospecificity of vanadium bromoperoxidase. J Am Chem Soc 123(14):3289–3294
83.
Zurück zum Zitat Vaillancourt FH, Yeh E, Vosburg DA, Garneau-Tsodikova S, Walsh CT (2006) Nature’s inventory of halogenation catalysts: oxidative strategies predominate. Chem Rev 106(8):3364–3378 Vaillancourt FH, Yeh E, Vosburg DA, Garneau-Tsodikova S, Walsh CT (2006) Nature’s inventory of halogenation catalysts: oxidative strategies predominate. Chem Rev 106(8):3364–3378
84.
Zurück zum Zitat von Gunten U (2003) Ozonation of drinking water: part I. Oxidation kinetics and product formation. Water Res 37 (7):1443–1467 von Gunten U (2003) Ozonation of drinking water: part I. Oxidation kinetics and product formation. Water Res 37 (7):1443–1467
85.
Zurück zum Zitat Soedjak HS, Butler A (1990) Chlorination catalyzed by vanadium bromoperoxidase. Inorg Chem 29(25):5015–5017 Soedjak HS, Butler A (1990) Chlorination catalyzed by vanadium bromoperoxidase. Inorg Chem 29(25):5015–5017
86.
Zurück zum Zitat Crans DC, Smee JJ, Gaidamauskas E, Yang L (2004) The chemistry and biochemistry of vanadium and the biological activities exerted by vanadium compounds. Chem Rev 104(2):849–902 Crans DC, Smee JJ, Gaidamauskas E, Yang L (2004) The chemistry and biochemistry of vanadium and the biological activities exerted by vanadium compounds. Chem Rev 104(2):849–902
87.
Zurück zum Zitat Xu G, Wang BG (2016) Independent evolution of six families of halogenating enzymes. PLoS ONE 11:e0154619 Xu G, Wang BG (2016) Independent evolution of six families of halogenating enzymes. PLoS ONE 11:e0154619
88.
Zurück zum Zitat Furtmüller PG, Zederbauer M, Jantschko W, Helm J, Bogner M, Jakopitsch C, Obinger C (2006) Active site structure and catalytic mechanisms of human peroxidases. Arch Biochem Biophys 445(2):199–213 Furtmüller PG, Zederbauer M, Jantschko W, Helm J, Bogner M, Jakopitsch C, Obinger C (2006) Active site structure and catalytic mechanisms of human peroxidases. Arch Biochem Biophys 445(2):199–213
89.
Zurück zum Zitat Henderson JP, Heinecke JW (2003) Myeloperoxidase and eosinophil peroxidase: phagocyte enzymes for halogenation in humans. In: Hutzinger O (ed) The handbook of environmental chemistry, vol 3, pp 201–214 Henderson JP, Heinecke JW (2003) Myeloperoxidase and eosinophil peroxidase: phagocyte enzymes for halogenation in humans. In: Hutzinger O (ed) The handbook of environmental chemistry, vol 3, pp 201–214
90.
Zurück zum Zitat Banerjee S, Furtmüller PG, Obinger C (2011) Bovine lactoperoxidase—a versatile one- and two-electron catalyst of high structural and thermal stability. Biotechnol J 6(2):231–243 Banerjee S, Furtmüller PG, Obinger C (2011) Bovine lactoperoxidase—a versatile one- and two-electron catalyst of high structural and thermal stability. Biotechnol J 6(2):231–243
91.
Zurück zum Zitat Porterfield SP, Hendrich CE (1993) The role of thyroid hormones in prenatal and neonatal neurological development–current perspectives. Endocr Rev 14(1):94–106 Porterfield SP, Hendrich CE (1993) The role of thyroid hormones in prenatal and neonatal neurological development–current perspectives. Endocr Rev 14(1):94–106
92.
Zurück zum Zitat Arnhold J, Flemmig J (2010) Human myeloperoxidase in innate and acquired immunity. Arch Biochem Biophys 500(1):92–106 Arnhold J, Flemmig J (2010) Human myeloperoxidase in innate and acquired immunity. Arch Biochem Biophys 500(1):92–106
93.
Zurück zum Zitat Winterbourn CC, Kettle AJ (2000) Biomarkers of myeloperoxidase-derived hypochlorous acid. Free Radic Biol Med 29(5):403–409 Winterbourn CC, Kettle AJ (2000) Biomarkers of myeloperoxidase-derived hypochlorous acid. Free Radic Biol Med 29(5):403–409
94.
Zurück zum Zitat Winterbourn CC (2002) Biological reactivity and biomarkers of the neutrophil oxidant, hypochlorous acid. Toxicology 181–182:223–227 Winterbourn CC (2002) Biological reactivity and biomarkers of the neutrophil oxidant, hypochlorous acid. Toxicology 181–182:223–227
95.
Zurück zum Zitat Thomas EL, Grisham MB, Jefferson MM (1986) Cytotoxicity of chloramines. Methods Enzymol 118:585–593 Thomas EL, Grisham MB, Jefferson MM (1986) Cytotoxicity of chloramines. Methods Enzymol 118:585–593
96.
Zurück zum Zitat Thomas EL (1979) Myeloperoxidase-hydrogen peroxide-chloride antimicrobial system: effect of exogenous amines on antibacterial action against Escherichia coli. Infect Immun 25(1):110–116 Thomas EL (1979) Myeloperoxidase-hydrogen peroxide-chloride antimicrobial system: effect of exogenous amines on antibacterial action against Escherichia coli. Infect Immun 25(1):110–116
97.
Zurück zum Zitat Ligtenbarg AGJ, Hage R, Feringa BL (2003) Catalytic oxidations by vanadium complexes. Coord Chem Rev 237(1–2):89–101 Ligtenbarg AGJ, Hage R, Feringa BL (2003) Catalytic oxidations by vanadium complexes. Coord Chem Rev 237(1–2):89–101
98.
Zurück zum Zitat Renirie R, Pierlot C, Aubry JM, Hartog AF, Schoemaker HE, Alsters PL, Wever R (2003) Vanadium chloroperoxidase as a catalyst for hydrogen peroxide disproportionation to singlet oxygen in mildly acidic aqueous environment. Adv Synth Catal 345(6–7):849–858 Renirie R, Pierlot C, Aubry JM, Hartog AF, Schoemaker HE, Alsters PL, Wever R (2003) Vanadium chloroperoxidase as a catalyst for hydrogen peroxide disproportionation to singlet oxygen in mildly acidic aqueous environment. Adv Synth Catal 345(6–7):849–858
99.
Zurück zum Zitat Khan AU (1984) Myeloperoxidase singlet molecular oxygen generation detected by direct infrared electronic emission. Biochem Biophys Res Commu. 122(2):668–675 Khan AU (1984) Myeloperoxidase singlet molecular oxygen generation detected by direct infrared electronic emission. Biochem Biophys Res Commu. 122(2):668–675
100.
Zurück zum Zitat Kanofskys JR, Hoogland H, Wever R, Weiss SJ (1988) Singlet oxygen production by human eosinophils. J Biol Chem 263(20):9692–9696 Kanofskys JR, Hoogland H, Wever R, Weiss SJ (1988) Singlet oxygen production by human eosinophils. J Biol Chem 263(20):9692–9696
101.
Zurück zum Zitat Rosen H, Klebanoff SJ (1977) Formation of singlet oxygen by the myeloperoxidase-mediated antimicrobial system. J Biol Chem 252(14):4803–4810 Rosen H, Klebanoff SJ (1977) Formation of singlet oxygen by the myeloperoxidase-mediated antimicrobial system. J Biol Chem 252(14):4803–4810
102.
Zurück zum Zitat Butler A, Walker JV (1993) Marine haloperoxidases. Chem Rev 93(5):1937–1944 Butler A, Walker JV (1993) Marine haloperoxidases. Chem Rev 93(5):1937–1944
103.
Zurück zum Zitat Weyand M, Hecht HJ, Kieß M, Liaud MF, Vilter H, Schomburg D (1999) X-ray structure determination of a vanadium-dependent haloperoxidase from Ascophyllum nodosum at 2.0 a resolution. J Mol Biol 293(3):595–611 Weyand M, Hecht HJ, Kieß M, Liaud MF, Vilter H, Schomburg D (1999) X-ray structure determination of a vanadium-dependent haloperoxidase from Ascophyllum nodosum at 2.0 a resolution. J Mol Biol 293(3):595–611
104.
Zurück zum Zitat Everett RR, Soedjak HS, Butler A (1990) Mechanism of dioxygen formation catalyzed by vanadium bromoperoxidase. J Biol Chem 265(26):15671–15679 Everett RR, Soedjak HS, Butler A (1990) Mechanism of dioxygen formation catalyzed by vanadium bromoperoxidase. J Biol Chem 265(26):15671–15679
105.
Zurück zum Zitat Dembitsky VM (2003) Oxidation, epoxidation and sulfoxidation reactions catalysed by haloperoxidases. Tetrahedron 59:4701–4720 Dembitsky VM (2003) Oxidation, epoxidation and sulfoxidation reactions catalysed by haloperoxidases. Tetrahedron 59:4701–4720
106.
Zurück zum Zitat Neumann CS, Fujimori DG, Walsh CT (2008) Halogenation strategies in natural product biosynthesis. Chem Biol 15(2):99–109 Neumann CS, Fujimori DG, Walsh CT (2008) Halogenation strategies in natural product biosynthesis. Chem Biol 15(2):99–109
107.
Zurück zum Zitat Butler A, Carter-Franklin JN (2004) The role of vanadium bromoperoxidase in the biosynthesis of halogenated marine natural products. Nat Prod Rep 21:180–188 Butler A, Carter-Franklin JN (2004) The role of vanadium bromoperoxidase in the biosynthesis of halogenated marine natural products. Nat Prod Rep 21:180–188
108.
Zurück zum Zitat Wagner C, El Omari M, König GM (2009) Biohalogenation: nature’s way to synthesize halogenated metabolites. J Nat Prod 72(3):540–553 Wagner C, El Omari M, König GM (2009) Biohalogenation: nature’s way to synthesize halogenated metabolites. J Nat Prod 72(3):540–553
109.
Zurück zum Zitat Geigert J, Lee TD, Dalietos DJ, Hirano DS, Neidleman SL (1986) Epoxidation of alkenes by chloroperoxidase catalysis. Biochem Biophys Res Commun 136(2):778–782 Geigert J, Lee TD, Dalietos DJ, Hirano DS, Neidleman SL (1986) Epoxidation of alkenes by chloroperoxidase catalysis. Biochem Biophys Res Commun 136(2):778–782
110.
Zurück zum Zitat Lund H, Kalum L, Hofrichter M, Sebastian P (2013) Epoxidation using peroxygenase, WO 2013/144105 A1 Lund H, Kalum L, Hofrichter M, Sebastian P (2013) Epoxidation using peroxygenase, WO 2013/144105 A1
111.
Zurück zum Zitat Albrich JM, McCarthy CA, Hurst JK (1981) Biological reactivity of hypochlorous acid: implications for microbicidal mechanisms of leukocyte myeloperoxidase. Proc Natl Acad Sci USA 78(1):210–214 Albrich JM, McCarthy CA, Hurst JK (1981) Biological reactivity of hypochlorous acid: implications for microbicidal mechanisms of leukocyte myeloperoxidase. Proc Natl Acad Sci USA 78(1):210–214
112.
Zurück zum Zitat Winterbourn CC (1985) Comparative reactivities of various biological compounds with myeloperoxidase-hydrogen peroxide-chloride, and similarity of the oxidant to hypochlorite. Biochim Biophys Acta 840(2):204–210 Winterbourn CC (1985) Comparative reactivities of various biological compounds with myeloperoxidase-hydrogen peroxide-chloride, and similarity of the oxidant to hypochlorite. Biochim Biophys Acta 840(2):204–210
113.
Zurück zum Zitat Lesser MP (2006) Oxidative stress in marine environments: biochemistry and physiological ecology. Annu Rev Physiol 68:253–278 Lesser MP (2006) Oxidative stress in marine environments: biochemistry and physiological ecology. Annu Rev Physiol 68:253–278
114.
Zurück zum Zitat Leblanc C, Colin C, Cosse A, Delage L, La Barre S, Morin P, Fiévet B, Voiseux C, Ambroise Y, Verhaeghe E, Amouroux D, Donard O, Tessier E, Potin P (2006) Iodine transfers in the coastal marine environment: the key role of brown algae and of their vanadium-dependent haloperoxidases. Biochimie 88(11):1773–1785 Leblanc C, Colin C, Cosse A, Delage L, La Barre S, Morin P, Fiévet B, Voiseux C, Ambroise Y, Verhaeghe E, Amouroux D, Donard O, Tessier E, Potin P (2006) Iodine transfers in the coastal marine environment: the key role of brown algae and of their vanadium-dependent haloperoxidases. Biochimie 88(11):1773–1785
115.
Zurück zum Zitat Wuosmaa AM, Hager LP (1990) Methyl chloride transferase: a carbocation route for biosynthesis of halometabolites. Science 249(4965):160–162 Wuosmaa AM, Hager LP (1990) Methyl chloride transferase: a carbocation route for biosynthesis of halometabolites. Science 249(4965):160–162
116.
Zurück zum Zitat Wever R, van der Horst MA (2013) The role of vanadium haloperoxidases in the formation of volatile brominated compounds and their impact on the environment. Dalton Trans 42(33):11778–11786 Wever R, van der Horst MA (2013) The role of vanadium haloperoxidases in the formation of volatile brominated compounds and their impact on the environment. Dalton Trans 42(33):11778–11786
117.
Zurück zum Zitat Paul C, Pohnert G (2011) Production and role of volatile halogenated compounds from marine algae. Nat Prod Rep 28:186–195 Paul C, Pohnert G (2011) Production and role of volatile halogenated compounds from marine algae. Nat Prod Rep 28:186–195
118.
Zurück zum Zitat Hager LP, Morris DR, Brown FS, Eberwein H (1966) Chloroperoxidase II. Utilization of halogen anions. J Biol Chem 241(8):1769–1777 Hager LP, Morris DR, Brown FS, Eberwein H (1966) Chloroperoxidase II. Utilization of halogen anions. J Biol Chem 241(8):1769–1777
119.
Zurück zum Zitat van Pée KH (2001) Microbial biosynthesis of halometabolites. Arch Microbiol 175(4):250–258 van Pée KH (2001) Microbial biosynthesis of halometabolites. Arch Microbiol 175(4):250–258
120.
Zurück zum Zitat Ohsawa N, Ogata Y, Okada N, Itoh N (2001) Physiological function of bromoperoxidase in the red marine alga, Corallina pilulifera: production of bromoform as an allelochemical and the simultaneous elimination of hydrogen peroxide. Phytochemistry 58(5):683–692 Ohsawa N, Ogata Y, Okada N, Itoh N (2001) Physiological function of bromoperoxidase in the red marine alga, Corallina pilulifera: production of bromoform as an allelochemical and the simultaneous elimination of hydrogen peroxide. Phytochemistry 58(5):683–692
121.
Zurück zum Zitat Thorenz UR, Kundel M, Müller L, Hoffmann T (2012) Generation of standard gas mixtures of halogenated, aliphatic, and aromatic compounds and prediction of the individual output rates based on molecular formula and boiling point. Anal Bioanal Chem 404(8):2177–2183 Thorenz UR, Kundel M, Müller L, Hoffmann T (2012) Generation of standard gas mixtures of halogenated, aliphatic, and aromatic compounds and prediction of the individual output rates based on molecular formula and boiling point. Anal Bioanal Chem 404(8):2177–2183
122.
Zurück zum Zitat Carter-Franklin JN, Parrish JD, Tschirret-Guth RA, Little RD, Butler A (2003) Vanadium haloperoxidase-catalyzed bromination and cyclization of terpenes. J Am Chem Soc 125(13):3688–3689 Carter-Franklin JN, Parrish JD, Tschirret-Guth RA, Little RD, Butler A (2003) Vanadium haloperoxidase-catalyzed bromination and cyclization of terpenes. J Am Chem Soc 125(13):3688–3689
123.
Zurück zum Zitat Faulkner DJ (1998) Marine natural products. Nat Prod Rep 15(2):113–158 Faulkner DJ (1998) Marine natural products. Nat Prod Rep 15(2):113–158
124.
Zurück zum Zitat Carter-Franklin JN, Butler A (2004) Vanadium bromoperoxidase-catalyzed biosynthesis of halogenated marine natural products. J Am Chem Soc 126(46):15060–15066 Carter-Franklin JN, Butler A (2004) Vanadium bromoperoxidase-catalyzed biosynthesis of halogenated marine natural products. J Am Chem Soc 126(46):15060–15066
125.
Zurück zum Zitat Fujimori DG, Walsh CT (2007) What’s new in enzymatic halogenations. Curr Opin Chem Biol 11:553–560 Fujimori DG, Walsh CT (2007) What’s new in enzymatic halogenations. Curr Opin Chem Biol 11:553–560
126.
Zurück zum Zitat Gribble GW (2003) The diversity of naturally produced organohalogens. Chemosphere 52(2):289–297 Gribble GW (2003) The diversity of naturally produced organohalogens. Chemosphere 52(2):289–297
127.
Zurück zum Zitat Crockford SJ (2009) Evolutionary roots of iodine and thyroid hormones in cell-cell signaling. Integr Comp Biol 49(2):155–166 Crockford SJ (2009) Evolutionary roots of iodine and thyroid hormones in cell-cell signaling. Integr Comp Biol 49(2):155–166
128.
Zurück zum Zitat Wang L, Zhou X, Fredimoses M, Liao S, Liu Y (2014) Naturally occurring organoiodines. RSC Adv 4(101):57350–57376 Wang L, Zhou X, Fredimoses M, Liao S, Liu Y (2014) Naturally occurring organoiodines. RSC Adv 4(101):57350–57376
129.
Zurück zum Zitat Ihssen J, Schubert M, Thöny-Meyer L, Richter M (2014) Laccase catalyzed synthesis of iodinated phenolic compounds with antifungal activity. PLoS ONE 9(3):e89924 Ihssen J, Schubert M, Thöny-Meyer L, Richter M (2014) Laccase catalyzed synthesis of iodinated phenolic compounds with antifungal activity. PLoS ONE 9(3):e89924
130.
Zurück zum Zitat Reddy CM, Xu L, Drenzek NJ, Sturchio NC, Heraty LJ, Kimblin C, Butler A (2002) A chlorine isotope effect for enzyme-catalyzed chlorination. J Am Chem Soc 124(49):14526–14527 Reddy CM, Xu L, Drenzek NJ, Sturchio NC, Heraty LJ, Kimblin C, Butler A (2002) A chlorine isotope effect for enzyme-catalyzed chlorination. J Am Chem Soc 124(49):14526–14527
131.
Zurück zum Zitat Sundaramoorthy M, Terner J, Poulos TL (1998) Stereochemistry of the chloroperoxidase active site: crystallographic and molecular-modeling studies. Chem Biol 5(9):461–473 Sundaramoorthy M, Terner J, Poulos TL (1998) Stereochemistry of the chloroperoxidase active site: crystallographic and molecular-modeling studies. Chem Biol 5(9):461–473
132.
Zurück zum Zitat Isupov MN, Dalby AR, Brindley AA, Izumi Y, Tanabe T, Murshudov GN, Littlechild JA (2000) Crystal structure of dodecameric vanadium-dependent bromoperoxidase from the red algae Corallina officinalis. J Mol Biol 299(4):1035–1049 Isupov MN, Dalby AR, Brindley AA, Izumi Y, Tanabe T, Murshudov GN, Littlechild JA (2000) Crystal structure of dodecameric vanadium-dependent bromoperoxidase from the red algae Corallina officinalis. J Mol Biol 299(4):1035–1049
133.
Zurück zum Zitat Itoh N, Hasan AKMQ, Izumi Y, Yamada H (1988) Substrate specificity, regiospecificity and stereospecificity of halogenation reactions catalyzed by non-heme-type bromoperoxidase of Corallina pilulifera. Eur J Biochem 172(2):477–484 Itoh N, Hasan AKMQ, Izumi Y, Yamada H (1988) Substrate specificity, regiospecificity and stereospecificity of halogenation reactions catalyzed by non-heme-type bromoperoxidase of Corallina pilulifera. Eur J Biochem 172(2):477–484
134.
Zurück zum Zitat de Boer E, Wever R (1988) The reaction mechanism of the novel vanadium-bromoperoxidase. A steady-state kinetic analysis. J Biol Chem 263:12326–12332 de Boer E, Wever R (1988) The reaction mechanism of the novel vanadium-bromoperoxidase. A steady-state kinetic analysis. J Biol Chem 263:12326–12332
135.
Zurück zum Zitat Manoj KM (2006) Chlorinations catalyzed by chloroperoxidase occur via diffusible intermediate(s) and the reaction components play multiple roles in the overall process. Biochim Biophys Acta 1764(8):1325–1339 Manoj KM (2006) Chlorinations catalyzed by chloroperoxidase occur via diffusible intermediate(s) and the reaction components play multiple roles in the overall process. Biochim Biophys Acta 1764(8):1325–1339
136.
Zurück zum Zitat Tschirret-Guth RA, Butler A (1994) Evidence for organic substrate binding to vanadium bromoperoxidase. J Am Chem Soc 116(1):411–412 Tschirret-Guth RA, Butler A (1994) Evidence for organic substrate binding to vanadium bromoperoxidase. J Am Chem Soc 116(1):411–412
137.
Zurück zum Zitat Dunford HB (2010) Peroxidases and catalases: Biochemistry, biophysics, biotechnology and physiology. Wiley-VCH, Hoboken, USA Dunford HB (2010) Peroxidases and catalases: Biochemistry, biophysics, biotechnology and physiology. Wiley-VCH, Hoboken, USA
138.
Zurück zum Zitat Schijndel JWPM, Barnett P, Roelse J, Vollenbroek EGM, Wever R (1994) The stability and steady-state kinetics of vanadium chloroperoxidase from the fungus Curvularia inaequalis. Eur J Biochem 225(1):151–157 Schijndel JWPM, Barnett P, Roelse J, Vollenbroek EGM, Wever R (1994) The stability and steady-state kinetics of vanadium chloroperoxidase from the fungus Curvularia inaequalis. Eur J Biochem 225(1):151–157
139.
Zurück zum Zitat Vardhaman AK, Barman P, Kumar S, Sastri CV, Kumar D, de Visser SP (2013) Mechanistic insight into halide oxidation by non-heme iron complexes. Haloperoxidase versus halogenase activity. Chem Commun 49(93):10926–10928 Vardhaman AK, Barman P, Kumar S, Sastri CV, Kumar D, de Visser SP (2013) Mechanistic insight into halide oxidation by non-heme iron complexes. Haloperoxidase versus halogenase activity. Chem Commun 49(93):10926–10928
140.
Zurück zum Zitat Sandy M, Carter-Franklin JN, Martin JD, Butler A (2011) Vanadium bromoperoxidase from Delisea pulchra: enzyme-catalyzed formation of bromofuranone and attendant disruption of quorum sensing. Chem Commun 47(44):12086–12088 Sandy M, Carter-Franklin JN, Martin JD, Butler A (2011) Vanadium bromoperoxidase from Delisea pulchra: enzyme-catalyzed formation of bromofuranone and attendant disruption of quorum sensing. Chem Commun 47(44):12086–12088
141.
Zurück zum Zitat Winter JM, Moore BS (2009) Exploring the chemistry and biology of vanadium-dependent haloperoxidases. J Biol Chem 284(28):18577–18581 Winter JM, Moore BS (2009) Exploring the chemistry and biology of vanadium-dependent haloperoxidases. J Biol Chem 284(28):18577–18581
142.
Zurück zum Zitat Hasan Z, Renirie R, Kerkman R, Ruijssenaars HJ, Hartog AF, Wever R (2006) Laboratory-evolved vanadium chloroperoxidase exhibits 100-fold higher halogenating activity at alkaline pH. J Biol Chem 281:9738–9744 Hasan Z, Renirie R, Kerkman R, Ruijssenaars HJ, Hartog AF, Wever R (2006) Laboratory-evolved vanadium chloroperoxidase exhibits 100-fold higher halogenating activity at alkaline pH. J Biol Chem 281:9738–9744
143.
Zurück zum Zitat Carter JN, Beatty KE, Simpson MT, Butler A (2002) Reactivity of recombinant and mutant vanadium bromoperoxidase from the red alga Corallina officinalis. J Inorg Biochem 91(1):59–69 Carter JN, Beatty KE, Simpson MT, Butler A (2002) Reactivity of recombinant and mutant vanadium bromoperoxidase from the red alga Corallina officinalis. J Inorg Biochem 91(1):59–69
144.
Zurück zum Zitat Hemrika W, Renirie R, Macedo-Ribeiro S, Messerschmidt A, Wever R (1999) Heterologous expression of the vanadium-containing chloroperoxidase from curvularia inaequalis in saccharomyces cerevisiae and site-directed mutagenesis of the active site residues His496, Lys353, Arg360, and Arg490. J Biol Chem 274:23820–23827 Hemrika W, Renirie R, Macedo-Ribeiro S, Messerschmidt A, Wever R (1999) Heterologous expression of the vanadium-containing chloroperoxidase from curvularia inaequalis in saccharomyces cerevisiae and site-directed mutagenesis of the active site residues His496, Lys353, Arg360, and Arg490. J Biol Chem 274:23820–23827
145.
Zurück zum Zitat Wever R, Renirie R (2010) Application of peroxidases, in peroxidases catalases biochemisrty, biophysics, biotechnology, physiology, 2nd ed. Wiley, Hoboken, pp 363–385 Wever R, Renirie R (2010) Application of peroxidases, in peroxidases catalases biochemisrty, biophysics, biotechnology, physiology, 2nd ed. Wiley, Hoboken, pp 363–385
146.
Zurück zum Zitat Gupta R, Hou G, Renirie R, Wever R, Polenova T (2015) 51V NMR Crystallography of vanadium chloroperoxidase and its directed evolution P395D/L241 V/T343A Mutant: Protonation environments of the active site. J Am Chem Soc 137(16):5618–5628 Gupta R, Hou G, Renirie R, Wever R, Polenova T (2015) 51V NMR Crystallography of vanadium chloroperoxidase and its directed evolution P395D/L241 V/T343A Mutant: Protonation environments of the active site. J Am Chem Soc 137(16):5618–5628
147.
Zurück zum Zitat Zampella G, Fantucci P, Pecoraro VL, De Gioia L (2006) Oxidation of organic sulfides by vanadium haloperoxidase model complexes. Inorg Chem 45(18):7133–7143 Zampella G, Fantucci P, Pecoraro VL, De Gioia L (2006) Oxidation of organic sulfides by vanadium haloperoxidase model complexes. Inorg Chem 45(18):7133–7143
148.
Zurück zum Zitat Zampella G, Kravitz JY, Webster CE, Fantucci P, Hall MB, Carlson HA, Pecoraro VL, De Gioia L (2004) Quantum mechanical models of the resting state of the vanadium-dependent haloperoxidase. Inorg Chem 43(14):4127–4136 Zampella G, Kravitz JY, Webster CE, Fantucci P, Hall MB, Carlson HA, Pecoraro VL, De Gioia L (2004) Quantum mechanical models of the resting state of the vanadium-dependent haloperoxidase. Inorg Chem 43(14):4127–4136
149.
Zurück zum Zitat von Gunten U, Oliveras Y (1998) Advanced oxidation of bromide-containing waters: Bromate formation mechanisms. Environ Sci Technol 32(1):63–70 von Gunten U, Oliveras Y (1998) Advanced oxidation of bromide-containing waters: Bromate formation mechanisms. Environ Sci Technol 32(1):63–70
150.
Zurück zum Zitat Clague MJ, Butler A (1995) On the mechanism of cis-Dioxovanadium(V)-catalyzed oxidation of bromide by hydrogen peroxide: evidence for a reactive, binuclear vanadium(V) peroxo complex. J Am Chem Soc 117(12):3475–3484 Clague MJ, Butler A (1995) On the mechanism of cis-Dioxovanadium(V)-catalyzed oxidation of bromide by hydrogen peroxide: evidence for a reactive, binuclear vanadium(V) peroxo complex. J Am Chem Soc 117(12):3475–3484
151.
Zurück zum Zitat BarnettP, Hondmann DH, Lambertus Henricus S, Ter Steeg PF, Wever R (1995) Enzymatic antimicrobial compositions, WO 1995/27046 BarnettP, Hondmann DH, Lambertus Henricus S, Ter Steeg PF, Wever R (1995) Enzymatic antimicrobial compositions, WO 1995/27046
152.
Zurück zum Zitat Johansen C (1997) Antimicrobial peroxidase compositions, WO 1997/42825 Johansen C (1997) Antimicrobial peroxidase compositions, WO 1997/42825
153.
Zurück zum Zitat Johansen C, Fuglsang CC (2006) Enzymatic preservation of water based paints. US 7.063.970 B1 Johansen C, Fuglsang CC (2006) Enzymatic preservation of water based paints. US 7.063.970 B1
154.
Zurück zum Zitat Detty MR, Ciriminna R, Bright RV, Pagliaro M (2014) Environmentally benign sol-gel antifouling and foul-releasing coatings. Acc Chem Res 47(2):678–687 Detty MR, Ciriminna R, Bright RV, Pagliaro M (2014) Environmentally benign sol-gel antifouling and foul-releasing coatings. Acc Chem Res 47(2):678–687
155.
Zurück zum Zitat Myan FWY, Walker J, Paramor O (2013) The interaction of marine fouling organisms with topography of varied scale and geometry: a review. Biointerphases 8:30 Myan FWY, Walker J, Paramor O (2013) The interaction of marine fouling organisms with topography of varied scale and geometry: a review. Biointerphases 8:30
156.
Zurück zum Zitat Rasmussen TB, Manefield M, Andersen JB, Eberl L, Anthoni U, Christophersen C, Steinberg P, Kjelleberg S, Givskov M (2000) How Delisea pulchra furanones affect quorum sensing and swarming motility in Serratia liquefaciens MG1. Microbiology 146:3237–3244 Rasmussen TB, Manefield M, Andersen JB, Eberl L, Anthoni U, Christophersen C, Steinberg P, Kjelleberg S, Givskov M (2000) How Delisea pulchra furanones affect quorum sensing and swarming motility in Serratia liquefaciens MG1. Microbiology 146:3237–3244
157.
Zurück zum Zitat Gram L, de Nys R, Maximilien R, Givskov M, Steinberg P, Kjelleberg S (1996) Inhibitory effects of secondary metabolites from the red alga delisea pulchra on swarming motility of proteus mirabilis. Appl Environ Microbiol 62(11):4284–4287 Gram L, de Nys R, Maximilien R, Givskov M, Steinberg P, Kjelleberg S (1996) Inhibitory effects of secondary metabolites from the red alga delisea pulchra on swarming motility of proteus mirabilis. Appl Environ Microbiol 62(11):4284–4287
158.
Zurück zum Zitat Annous BA, Fratamico PM, Smith JL (2009) Scientific status summary. J Food Sci 74(1):R24–37 Annous BA, Fratamico PM, Smith JL (2009) Scientific status summary. J Food Sci 74(1):R24–37
159.
Zurück zum Zitat Dobretsov S, Teplitski M, Paul V (2009) Mini-review: quorum sensing in the marine environment and its relationship to biofouling. Biofouling 25(5):413–427 Dobretsov S, Teplitski M, Paul V (2009) Mini-review: quorum sensing in the marine environment and its relationship to biofouling. Biofouling 25(5):413–427
160.
Zurück zum Zitat Kjelleberg S, Steinberg P, Givskov M, Gram L, Manefield M, De Nys R (1997) Do marine natural products interfere with prokaryotic AHL regulatory systems? Aquat Microb Ecol 13:85–93 Kjelleberg S, Steinberg P, Givskov M, Gram L, Manefield M, De Nys R (1997) Do marine natural products interfere with prokaryotic AHL regulatory systems? Aquat Microb Ecol 13:85–93
161.
Zurück zum Zitat Smith D, Wang JH, Swatton JE, Davenport P, Price B, Mikkelsen H, Stickland H, Nishikawa K, Gardiol N, Spring DR, Welch M (2006) Variations on a theme: diverse N-acyl homoserine lactone-mediated quorum sensing mechanisms in gram-negative bacteria. Sci Prog 89:167–211 Smith D, Wang JH, Swatton JE, Davenport P, Price B, Mikkelsen H, Stickland H, Nishikawa K, Gardiol N, Spring DR, Welch M (2006) Variations on a theme: diverse N-acyl homoserine lactone-mediated quorum sensing mechanisms in gram-negative bacteria. Sci Prog 89:167–211
162.
Zurück zum Zitat Decho AW, Frey RL, Ferry JL (2011) Chemical challenges to bacterial AHL signaling in the environment. Chem Rev 111(1):86–99 Decho AW, Frey RL, Ferry JL (2011) Chemical challenges to bacterial AHL signaling in the environment. Chem Rev 111(1):86–99
163.
Zurück zum Zitat Chhabra SR, Philipp B, Eberl L, Givskov M, Williams P, Cámara M (2005) Extracellular communication in bacteria, in the chemistry of pheromones and other semiochemicals II. In: Schulz S (ed) Topics in current chemistry, vol 240, pp 279–315 Chhabra SR, Philipp B, Eberl L, Givskov M, Williams P, Cámara M (2005) Extracellular communication in bacteria, in the chemistry of pheromones and other semiochemicals II. In: Schulz S (ed) Topics in current chemistry, vol 240, pp 279–315
164.
Zurück zum Zitat Shirtliff ME, Mader JT, Camper AK (2002) Molecular interactions in biofilms. Chem Biol 9(8):859–871 Shirtliff ME, Mader JT, Camper AK (2002) Molecular interactions in biofilms. Chem Biol 9(8):859–871
165.
Zurück zum Zitat Schwartz T, Walter S, Marten SM, Kirschhöfer F, Nusser M, Obst U (2007) Use of quantitative real-time RT-PCR to analyse the expression of some quorum-sensing regulated genes in Pseudomonas aeruginosa. Anal Bioanal Chem 387(2):513–521 Schwartz T, Walter S, Marten SM, Kirschhöfer F, Nusser M, Obst U (2007) Use of quantitative real-time RT-PCR to analyse the expression of some quorum-sensing regulated genes in Pseudomonas aeruginosa. Anal Bioanal Chem 387(2):513–521
166.
Zurück zum Zitat Fuqua C, Winans SC, Greenberg EP (1996) Census and consensus in bacterial ecosystems: the LuxR-LuxI family of quorum-sensing transcriptional regulators. Annu Rev Microbiol 50:727–751 Fuqua C, Winans SC, Greenberg EP (1996) Census and consensus in bacterial ecosystems: the LuxR-LuxI family of quorum-sensing transcriptional regulators. Annu Rev Microbiol 50:727–751
167.
Zurück zum Zitat Bassler BL, Wright M, Silverman MR (1994) Sequence and function of LuxO, a negative regulator of luminescence in Vibrio harveyi. Mol Microbiol 12(3):403–412 Bassler BL, Wright M, Silverman MR (1994) Sequence and function of LuxO, a negative regulator of luminescence in Vibrio harveyi. Mol Microbiol 12(3):403–412
168.
Zurück zum Zitat Thoendel M, Kavanaugh JS, Flack CE, Horswill AR (2011) Peptide signaling in the Staphylococci. Chem Rev 111(1):117–151 Thoendel M, Kavanaugh JS, Flack CE, Horswill AR (2011) Peptide signaling in the Staphylococci. Chem Rev 111(1):117–151
169.
Zurück zum Zitat Nakayama J, Cao Y, Horii T, Sakuda S, Akkermans ADL, De Vos WM, Nagasawa H (2001) Gelatinase biosynthesis-activating pheromone: a peptide lactone that mediates a quorum sensing in Enterococcus faecalis. Mol Microbiol 41(1):145–154 Nakayama J, Cao Y, Horii T, Sakuda S, Akkermans ADL, De Vos WM, Nagasawa H (2001) Gelatinase biosynthesis-activating pheromone: a peptide lactone that mediates a quorum sensing in Enterococcus faecalis. Mol Microbiol 41(1):145–154
170.
Zurück zum Zitat Håvarstein LS, Coomaraswamy G, Morrison DA (1995) An unmodified heptadecapeptide pheromone induces competence for genetic transformation in Streptococcus pneumoniae. Proc Natl Acad Sci USA 92(24):11140–11144 Håvarstein LS, Coomaraswamy G, Morrison DA (1995) An unmodified heptadecapeptide pheromone induces competence for genetic transformation in Streptococcus pneumoniae. Proc Natl Acad Sci USA 92(24):11140–11144
171.
Zurück zum Zitat Rocha-Estrada J, Aceves-Diez AE, Guarneros G, De La Torre M (2010) The RNPP family of quorum-sensing proteins in Gram-positive bacteria. Appl Microbiol Biotechnol 87(3):913–923 Rocha-Estrada J, Aceves-Diez AE, Guarneros G, De La Torre M (2010) The RNPP family of quorum-sensing proteins in Gram-positive bacteria. Appl Microbiol Biotechnol 87(3):913–923
172.
Zurück zum Zitat Schauder S, Shokat K, Surette MG, Bassler BL (2001) The LuxS family of bacterial autoinducers: biosynthesis of a novel quorum-sensing signal molecule. Mol Microbiol 41(2):463–476 Schauder S, Shokat K, Surette MG, Bassler BL (2001) The LuxS family of bacterial autoinducers: biosynthesis of a novel quorum-sensing signal molecule. Mol Microbiol 41(2):463–476
173.
Zurück zum Zitat Chen X, Schauder S, Potier N, Van Dorsselaer A, Pelczer I, Bassler BL, Hughson FM (2002) Structural identification of a bacterial quorum-sensing signal containing boron. Nature 415(6871):545–549 Chen X, Schauder S, Potier N, Van Dorsselaer A, Pelczer I, Bassler BL, Hughson FM (2002) Structural identification of a bacterial quorum-sensing signal containing boron. Nature 415(6871):545–549
174.
Zurück zum Zitat Neiditch MB, Federle MJ, Pompeani AJ, Kelly RC, Swem DL, Jeffrey PD, Bassler BL, Hughson FM (2006) Ligand-induced asymmetry in histidine sensor kinase complex regulates quorum sensing. Cell 126(6):1095–1108 Neiditch MB, Federle MJ, Pompeani AJ, Kelly RC, Swem DL, Jeffrey PD, Bassler BL, Hughson FM (2006) Ligand-induced asymmetry in histidine sensor kinase complex regulates quorum sensing. Cell 126(6):1095–1108
175.
Zurück zum Zitat Taga ME, Miller ST, Bassler BL (2003) Lsr-mediated transport and processing of AI-2 in Salmonella typhimurium. Mol Microbiol 50(4):1411–1427 Taga ME, Miller ST, Bassler BL (2003) Lsr-mediated transport and processing of AI-2 in Salmonella typhimurium. Mol Microbiol 50(4):1411–1427
176.
Zurück zum Zitat Dobretsov S, Abed RMM, Teplitski M (2013) Mini-review: Inhibition of biofouling by marine microorganisms. Biofouling 29(4):423–441 Dobretsov S, Abed RMM, Teplitski M (2013) Mini-review: Inhibition of biofouling by marine microorganisms. Biofouling 29(4):423–441
177.
Zurück zum Zitat Borchardt SA, Allain EJ, Michels JJ, Stearns GW, Kelly RF, McCoy WF (2001) Reaction of acylated homoserine lactone bacterial signaling molecules with oxidized halogen antimicrobials. Appl Environ Microbiol 67(7):3174–3179 Borchardt SA, Allain EJ, Michels JJ, Stearns GW, Kelly RF, McCoy WF (2001) Reaction of acylated homoserine lactone bacterial signaling molecules with oxidized halogen antimicrobials. Appl Environ Microbiol 67(7):3174–3179
178.
Zurück zum Zitat Manefield M, de Nys R, Kumar N, Read R, Givskov M, Steinberg P, Kjelleberg S (1999) Evidence that halogenated furanones from Delisea pulchra inhibit acylated homoserine lactone (AHL)-mediated gene expression by displacing the AHL signal from its receptor protein. Microbiology 145(2):283–291 Manefield M, de Nys R, Kumar N, Read R, Givskov M, Steinberg P, Kjelleberg S (1999) Evidence that halogenated furanones from Delisea pulchra inhibit acylated homoserine lactone (AHL)-mediated gene expression by displacing the AHL signal from its receptor protein. Microbiology 145(2):283–291
179.
Zurück zum Zitat Ren D, Bedzyk LA, Ye RW, Thomas SM, Wood TK (2004) Differential gene expression shows natural brominated furanones interfere with the autoinducer-2 bacterial signaling system of Escherichia coli. Biotechnol Bioeng 88(5):630–642 Ren D, Bedzyk LA, Ye RW, Thomas SM, Wood TK (2004) Differential gene expression shows natural brominated furanones interfere with the autoinducer-2 bacterial signaling system of Escherichia coli. Biotechnol Bioeng 88(5):630–642
180.
Zurück zum Zitat Zang T, Lee BWK, Cannon LM, Ritter KA, Dai S, Ren D, Wood TK, Zhou ZS (2009) A naturally occurring brominated furanone covalently modifies and inactivates LuxS. Bioorg Med Chem Lett 19(21):6200–6204 Zang T, Lee BWK, Cannon LM, Ritter KA, Dai S, Ren D, Wood TK, Zhou ZS (2009) A naturally occurring brominated furanone covalently modifies and inactivates LuxS. Bioorg Med Chem Lett 19(21):6200–6204
181.
Zurück zum Zitat Michels JJ, Allain EJ, Borchardt SA, Hu P, McCoy WF (2000) Degradation pathway of homoserine lactone bacterial signal molecules by halogen antimicrobials identified by liquid chromatography with photodiode array and mass spectrometric detection. J Chromatogr A 898(2):153–165 Michels JJ, Allain EJ, Borchardt SA, Hu P, McCoy WF (2000) Degradation pathway of homoserine lactone bacterial signal molecules by halogen antimicrobials identified by liquid chromatography with photodiode array and mass spectrometric detection. J Chromatogr A 898(2):153–165
182.
Zurück zum Zitat Slaughter JC (1999) The naturally occurring furanones: formation and function from pheromone to food. Biol Rev 74(3):259–276 Slaughter JC (1999) The naturally occurring furanones: formation and function from pheromone to food. Biol Rev 74(3):259–276
183.
Zurück zum Zitat Martinelli D, Grossmann G, Séquin U, Brandl H, Bachofen R (2004) Effects of natural and chemically synthesized furanones on quorum sensing in Chromobacterium violaceum. BMC Microbiol 4:25 Martinelli D, Grossmann G, Séquin U, Brandl H, Bachofen R (2004) Effects of natural and chemically synthesized furanones on quorum sensing in Chromobacterium violaceum. BMC Microbiol 4:25
184.
Zurück zum Zitat Xavier KB, Bassler BL (2003) LuxS quorum sensing: more than just a numbers game. Curr Opin Microbiol 6(2):191–197 Xavier KB, Bassler BL (2003) LuxS quorum sensing: more than just a numbers game. Curr Opin Microbiol 6(2):191–197
185.
Zurück zum Zitat Manefield M, Rasmussen TB, Henzter M, Andersen JB, Steinberg P, Kjelleberg S, Givskov M (2002) Halogenated furanones inhibit quorum sensing through accelerated LuxR turnover. Microbiology 148(4):1119–1127 Manefield M, Rasmussen TB, Henzter M, Andersen JB, Steinberg P, Kjelleberg S, Givskov M (2002) Halogenated furanones inhibit quorum sensing through accelerated LuxR turnover. Microbiology 148(4):1119–1127
186.
Zurück zum Zitat Pantanella F, Berlutti F, Passariello C, Sarli S, Morea C, Schippa S (2007) Violacein and biofilm production in Janthinobacterium lividum. J Appl Microbiol 102(4):992–999 Pantanella F, Berlutti F, Passariello C, Sarli S, Morea C, Schippa S (2007) Violacein and biofilm production in Janthinobacterium lividum. J Appl Microbiol 102(4):992–999
187.
Zurück zum Zitat McClean KH, Winson MK, Fish L, Taylor A, Chhabra SR, Camara M, Daykin M, Lamb JH, Swift S, Bycroft BW, Stewart GSAB, Williams P (1997) Quorum sensing and Chromobacterium violaceum: exploitation of violacein production and inhibition for the detection of N-acylhomoserine lactones. Microbiology 143(12):3703–3711 McClean KH, Winson MK, Fish L, Taylor A, Chhabra SR, Camara M, Daykin M, Lamb JH, Swift S, Bycroft BW, Stewart GSAB, Williams P (1997) Quorum sensing and Chromobacterium violaceum: exploitation of violacein production and inhibition for the detection of N-acylhomoserine lactones. Microbiology 143(12):3703–3711
188.
Zurück zum Zitat Burt SA, Ojo-Fakunle VTA, Woertman J, Veldhuizen EJA (2014) The natural antimicrobial carvacrol inhibits quorum sensing in Chromobacterium violaceum and reduces bacterial biofilm formation at sub-lethal concentrations. PLoS ONE 9(4):e393414 Burt SA, Ojo-Fakunle VTA, Woertman J, Veldhuizen EJA (2014) The natural antimicrobial carvacrol inhibits quorum sensing in Chromobacterium violaceum and reduces bacterial biofilm formation at sub-lethal concentrations. PLoS ONE 9(4):e393414
189.
Zurück zum Zitat Steenackers HP, Levin J, Janssens JC, De Weerdt A, Balzarini J, Vanderleyden J, De Vos DE, De Keersmaecker SC (2010) Structure–activity relationship of brominated 3-alkyl-5-methylene-2(5H)-furanones and alkylmaleic anhydrides as inhibitors of Salmonella biofilm formation and quorum sensing regulated bioluminescence in Vibrio harveyi. Bioorg Med Chem 18(14):5224–5233 Steenackers HP, Levin J, Janssens JC, De Weerdt A, Balzarini J, Vanderleyden J, De Vos DE, De Keersmaecker SC (2010) Structure–activity relationship of brominated 3-alkyl-5-methylene-2(5H)-furanones and alkylmaleic anhydrides as inhibitors of Salmonella biofilm formation and quorum sensing regulated bioluminescence in Vibrio harveyi. Bioorg Med Chem 18(14):5224–5233
190.
Zurück zum Zitat Butler A, Sandy M (2009) Mechanistic considerations of halogenating enzymes. Nature 460(7257):848–854 Butler A, Sandy M (2009) Mechanistic considerations of halogenating enzymes. Nature 460(7257):848–854
191.
Zurück zum Zitat Syrpas M, Ruysbergh E, Blommaert L, Vanelslander B, Sabbe K, Vyverman W, De Kimpe N, Mangelinckx S (2014) Haloperoxidase mediated quorum quenching by Nitzschia cf pellucida: study of the metabolization of N-Acyl homoserine lactones by a benthic diatom. Mar Drugs 12(1):352–367 Syrpas M, Ruysbergh E, Blommaert L, Vanelslander B, Sabbe K, Vyverman W, De Kimpe N, Mangelinckx S (2014) Haloperoxidase mediated quorum quenching by Nitzschia cf pellucida: study of the metabolization of N-Acyl homoserine lactones by a benthic diatom. Mar Drugs 12(1):352–367
192.
Zurück zum Zitat Kalia VC (2015) Quorum sensing vs quorum quenching: a battle with no end in sight. Springer, New Delhi, India Kalia VC (2015) Quorum sensing vs quorum quenching: a battle with no end in sight. Springer, New Delhi, India
193.
Zurück zum Zitat Fusetani N, Clare AS (2006) Antifouling compounds. Springer, Berlin, Heidelberg Fusetani N, Clare AS (2006) Antifouling compounds. Springer, Berlin, Heidelberg
194.
Zurück zum Zitat van Pée KH (2012) Enzymatic chlorination and bromination. Methods Enzymol 516:237–257 van Pée KH (2012) Enzymatic chlorination and bromination. Methods Enzymol 516:237–257
195.
Zurück zum Zitat Dobretsov S, Dahms HU, Qian PY (2006) Inhibition of biofouling by marine microorganisms and their metabolites. Biofouling 22(1–2):43–54 Dobretsov S, Dahms HU, Qian PY (2006) Inhibition of biofouling by marine microorganisms and their metabolites. Biofouling 22(1–2):43–54
196.
Zurück zum Zitat Dobretsov S, Teplitski M, Bayer M, Gunasekera S, Proksch P, Paul VJ (2011) Inhibition of marine biofouling by bacterial quorum sensing inhibitors. Biofouling 27(8):893–905 Dobretsov S, Teplitski M, Bayer M, Gunasekera S, Proksch P, Paul VJ (2011) Inhibition of marine biofouling by bacterial quorum sensing inhibitors. Biofouling 27(8):893–905
197.
Zurück zum Zitat Dobretsov S, Dahms HU, YiLi H, Wahl M, Qian PY (2007) The effect of quorum-sensing blockers on the formation of marine microbial communities and larval attachment. FEMS Microbiol Ecol 60(2):177–188 Dobretsov S, Dahms HU, YiLi H, Wahl M, Qian PY (2007) The effect of quorum-sensing blockers on the formation of marine microbial communities and larval attachment. FEMS Microbiol Ecol 60(2):177–188
198.
Zurück zum Zitat Camilli A, Bassler BL (2006) Bacterial small-molecule signaling pathways. Science 311(5764):1113–1116 Camilli A, Bassler BL (2006) Bacterial small-molecule signaling pathways. Science 311(5764):1113–1116
199.
Zurück zum Zitat Rasmussen TB, Givskov M (2006) Quorum-sensing inhibitors as anti-pathogenic drugs. Int J Med Microbiol 296(2–3):149–161 Rasmussen TB, Givskov M (2006) Quorum-sensing inhibitors as anti-pathogenic drugs. Int J Med Microbiol 296(2–3):149–161
200.
Zurück zum Zitat Worthington RJ, Richards JJ, Melander C (2012) Small molecule control of bacterial biofilms. Org Biomol Chem 10(37):7457–7474 Worthington RJ, Richards JJ, Melander C (2012) Small molecule control of bacterial biofilms. Org Biomol Chem 10(37):7457–7474
201.
Zurück zum Zitat Pal A, Kamthania MC, Kumar A (2014) Bioactive compounds and properties of seaweeds—a review. Open Access Libr J 1(4):1–17 Pal A, Kamthania MC, Kumar A (2014) Bioactive compounds and properties of seaweeds—a review. Open Access Libr J 1(4):1–17
202.
Zurück zum Zitat Kalia VC (2013) Quorum sensing inhibitors: an overview. Biotechnol Adv 31(2):224–245 Kalia VC (2013) Quorum sensing inhibitors: an overview. Biotechnol Adv 31(2):224–245
203.
Zurück zum Zitat Cartagena E, Colom OA, Neske A, Valdez JC, Bardón A (2007) Effects of plant lactones on the production of biofilm of Pseudomonas aeruginosa. Chem Pharm Bull (Tokyo) 55(1):22–25 Cartagena E, Colom OA, Neske A, Valdez JC, Bardón A (2007) Effects of plant lactones on the production of biofilm of Pseudomonas aeruginosa. Chem Pharm Bull (Tokyo) 55(1):22–25
204.
Zurück zum Zitat Palmer AG, Senechal AC, Mukherjee A, Ané JM, Blackwell HE (2014) Plant responses to bacterial N-acyl L-homoserine lactones are dependent on enzymatic degradation to L-homoserine. ACS Chem Biol 9(8):1834–1845 Palmer AG, Senechal AC, Mukherjee A, Ané JM, Blackwell HE (2014) Plant responses to bacterial N-acyl L-homoserine lactones are dependent on enzymatic degradation to L-homoserine. ACS Chem Biol 9(8):1834–1845
205.
Zurück zum Zitat Hughes DT, Sperandio V (2008) Inter-kingdom signalling: communication between bacteria and their hosts. Nat Rev Microbiol 6(2):111–120 Hughes DT, Sperandio V (2008) Inter-kingdom signalling: communication between bacteria and their hosts. Nat Rev Microbiol 6(2):111–120
206.
Zurück zum Zitat Uroz S, Heinonsalo J (2008) Degradation of N-acyl homoserine lactone quorum sensing signal molecules by forest root-associated fungi. FEMS Microbiol Ecol 65(2):271–278 Uroz S, Heinonsalo J (2008) Degradation of N-acyl homoserine lactone quorum sensing signal molecules by forest root-associated fungi. FEMS Microbiol Ecol 65(2):271–278
207.
Zurück zum Zitat Verhaeghe E, Buisson D, Zekri E, Leblanc C, Potin P, Ambroise Y (2008) A colorimetric assay for steady-state analyses of iodo- and bromoperoxidase activities. Anal Biochem 379(1):60–65 Verhaeghe E, Buisson D, Zekri E, Leblanc C, Potin P, Ambroise Y (2008) A colorimetric assay for steady-state analyses of iodo- and bromoperoxidase activities. Anal Biochem 379(1):60–65
208.
Zurück zum Zitat Jerlich A, Tschabuschnig S, Fabjan JS, Schaur RJ (2000) Kinetics of chlorination of monochlorodimedone by myeloperoxidase. Int J Clin Lab Res 30(1):33–37 Jerlich A, Tschabuschnig S, Fabjan JS, Schaur RJ (2000) Kinetics of chlorination of monochlorodimedone by myeloperoxidase. Int J Clin Lab Res 30(1):33–37
209.
Zurück zum Zitat Bakkenist ARJ, De Boer JEG, Plat H, Wever R (1980) The halide complexes of myeloperoxidase and the mechanism of the halogenation reactions. Biochim Biophys Acta 613(2):337–348 Bakkenist ARJ, De Boer JEG, Plat H, Wever R (1980) The halide complexes of myeloperoxidase and the mechanism of the halogenation reactions. Biochim Biophys Acta 613(2):337–348
210.
Zurück zum Zitat Wagner C, Molitor IM, König GM (2008) Critical view on the monochlorodimedone assay utilized to detect haloperoxidase activity. Phytochemistry 9(2):323–332 Wagner C, Molitor IM, König GM (2008) Critical view on the monochlorodimedone assay utilized to detect haloperoxidase activity. Phytochemistry 9(2):323–332
211.
Zurück zum Zitat Hansen PJ, Espenson JH (1995) Oxidation of chloride ions by hydrogen peroxide, catalyzed by methylrhenium trioxide. Inorg Chem 34(23):5839–5844 Hansen PJ, Espenson JH (1995) Oxidation of chloride ions by hydrogen peroxide, catalyzed by methylrhenium trioxide. Inorg Chem 34(23):5839–5844
212.
Zurück zum Zitat Griffin BW, Ashley PL (1984) Evidence for a radical mechanism of halogenation of monochlorodimedone catalyzed by chloroperoxidase. Arch Biochem Biophys 233(1):188–196 Griffin BW, Ashley PL (1984) Evidence for a radical mechanism of halogenation of monochlorodimedone catalyzed by chloroperoxidase. Arch Biochem Biophys 233(1):188–196
213.
Zurück zum Zitat Griffin BW (1983) Mechanism of halide-stimulated activity of chloroperoxidase evidence for enzymatic formation of free hypohalous acid. Biochem Biophys Res Commun 116(3):873–879 Griffin BW (1983) Mechanism of halide-stimulated activity of chloroperoxidase evidence for enzymatic formation of free hypohalous acid. Biochem Biophys Res Commun 116(3):873–879
214.
Zurück zum Zitat Dypbukt JM, Bishop C, Brooks WM, Thong B, Eriksson H, Kettle AJ (2005) A sensitive and selective assay for chloramine production by myeloperoxidase. Free Radic Biol Med 39(11):1468–1477 Dypbukt JM, Bishop C, Brooks WM, Thong B, Eriksson H, Kettle AJ (2005) A sensitive and selective assay for chloramine production by myeloperoxidase. Free Radic Biol Med 39(11):1468–1477
219.
Zurück zum Zitat Terrón MC, Verhagen FJM, Franssen MCR, Field JA (1998) Chemical bromination of phenol red by hydrogen peroxide is possible in the absence of haloperoxidases. Chemosphere 36(6):1445–1452 Terrón MC, Verhagen FJM, Franssen MCR, Field JA (1998) Chemical bromination of phenol red by hydrogen peroxide is possible in the absence of haloperoxidases. Chemosphere 36(6):1445–1452
220.
Zurück zum Zitat Rao AVS, Ravishankar HN, Ramasarma T (1996) Vanadium catalysis in bromoperoxidation reaction. Arch Biochem Biophys 334(1):121–134 Rao AVS, Ravishankar HN, Ramasarma T (1996) Vanadium catalysis in bromoperoxidation reaction. Arch Biochem Biophys 334(1):121–134
221.
Zurück zum Zitat Herget K, Hubach P, Pusch S, Deglmann P, Götz H, Gorelik TE, Gural’skiy IA, Pfitzner F, Link T, Schenk S, Panthöfer M, Ksenofontov V, Kolb U, Opatz T, André R, Tremel W (2017) Haloperoxidase mimicry by CeO2−x nanorods combats biofouling. Adv Mater 29(4):1603823 Herget K, Hubach P, Pusch S, Deglmann P, Götz H, Gorelik TE, Gural’skiy IA, Pfitzner F, Link T, Schenk S, Panthöfer M, Ksenofontov V, Kolb U, Opatz T, André R, Tremel W (2017) Haloperoxidase mimicry by CeO2−x nanorods combats biofouling. Adv Mater 29(4):1603823
222.
Zurück zum Zitat Debowska K, Debski D, Hardy M, Jakubowska M, Kalyanaraman B, Marcinek A, Michalski R, Michalowski B, Ouari O, Sikora A, Smulik R, Zielonka J (2015) Toward selective detection of reactive oxygen and nitrogen species with the use of fluorogenic probes–limitations, progress, and perspectives. Pharmacol Rep 67(4):756–764 Debowska K, Debski D, Hardy M, Jakubowska M, Kalyanaraman B, Marcinek A, Michalski R, Michalowski B, Ouari O, Sikora A, Smulik R, Zielonka J (2015) Toward selective detection of reactive oxygen and nitrogen species with the use of fluorogenic probes–limitations, progress, and perspectives. Pharmacol Rep 67(4):756–764
223.
Zurück zum Zitat Wardman P (2007) Fluorescent and luminescent probes for measurement of oxidative and nitrosative species in cells and tissues: progress, pitfalls, and prospects. Free Radic Biol Med 43(7):995–1022 Wardman P (2007) Fluorescent and luminescent probes for measurement of oxidative and nitrosative species in cells and tissues: progress, pitfalls, and prospects. Free Radic Biol Med 43(7):995–1022
224.
Zurück zum Zitat Winterbourn CC (2014) The challenges of using fluorescent probes to detect and quantify specific reactive oxygen species in living cells. Biochim Biophys Acta 1840(2):730–738 Winterbourn CC (2014) The challenges of using fluorescent probes to detect and quantify specific reactive oxygen species in living cells. Biochim Biophys Acta 1840(2):730–738
225.
Zurück zum Zitat Flemmig J, Zschaler J, Remmler J, Arnhold J (2012) The fluorescein-derived dye aminophenyl fluorescein is a suitable tool to detect hypobromous acid (HOBr)-producing activity in eosinophils. J Biol Chem 287(33):27913–27923 Flemmig J, Zschaler J, Remmler J, Arnhold J (2012) The fluorescein-derived dye aminophenyl fluorescein is a suitable tool to detect hypobromous acid (HOBr)-producing activity in eosinophils. J Biol Chem 287(33):27913–27923
226.
Zurück zum Zitat Martínez VM, De Cremer G, Roeffaers MBJ, Sliwa M, Baruah M, De Vos DE, Hofkens J, Sels BF (2008) Exploration of single molecule events in a haloperoxidase and its biomimic: localization of halogenation activity. J Am Chem Soc 130(40):13192–13193 Martínez VM, De Cremer G, Roeffaers MBJ, Sliwa M, Baruah M, De Vos DE, Hofkens J, Sels BF (2008) Exploration of single molecule events in a haloperoxidase and its biomimic: localization of halogenation activity. J Am Chem Soc 130(40):13192–13193
227.
Zurück zum Zitat Jin X, Hao L, Hu Y, She M, Shi Y, Obst M, Li J, Shi Z (2013) Two novel fluorescein-based fluorescent probes for hypochlorite and its real applications in tap water and biological imaging. Sens Actuat B 186:56–60 Jin X, Hao L, Hu Y, She M, Shi Y, Obst M, Li J, Shi Z (2013) Two novel fluorescein-based fluorescent probes for hypochlorite and its real applications in tap water and biological imaging. Sens Actuat B 186:56–60
228.
Zurück zum Zitat Chen X, Lee KA, Ha EM, Lee KM, Seo YY, Choi HK, Kim HN, Kim MJ, Cho CS, Lee SY, Lee WJ, Yoon J (2011) A specific and sensitive method for detection of hypochlorous acidfor the imaging of microbe-induced HOCl production. Chem Commun 47(15):4373–4375 Chen X, Lee KA, Ha EM, Lee KM, Seo YY, Choi HK, Kim HN, Kim MJ, Cho CS, Lee SY, Lee WJ, Yoon J (2011) A specific and sensitive method for detection of hypochlorous acidfor the imaging of microbe-induced HOCl production. Chem Commun 47(15):4373–4375
229.
Zurück zum Zitat Lee KA, Kim SH, Kim EK, Ha EM, You H, Kim B, Kim MJ, Kwon Y, Ryu JH, Lee WJ (2013) Bacterial-derived uracil as a modulator of mucosal immunity and gut-microbe homeostasis in Drosophila. Cell 153(4):797–811 Lee KA, Kim SH, Kim EK, Ha EM, You H, Kim B, Kim MJ, Kwon Y, Ryu JH, Lee WJ (2013) Bacterial-derived uracil as a modulator of mucosal immunity and gut-microbe homeostasis in Drosophila. Cell 153(4):797–811
230.
Zurück zum Zitat Lin W, Long L, Chen B, Tan W (2009) A ratiometric fluorescent probe for hypochlorite based on a deoximation reaction. Chem Eur J 15(10):2305–2309 Lin W, Long L, Chen B, Tan W (2009) A ratiometric fluorescent probe for hypochlorite based on a deoximation reaction. Chem Eur J 15(10):2305–2309
231.
Zurück zum Zitat Allen RC (1991) Haloperoxidase acid optimum chemiluminescence assay system, WO 91/05063 (A1) Allen RC (1991) Haloperoxidase acid optimum chemiluminescence assay system, WO 91/05063 (A1)
232.
Zurück zum Zitat Zheng MH, Hu X, Wang XW, Liu XL, Jin JY (2016) Fluorescence-enhanced sensing of hypochlorous acid based on 2-Pyridylthiazole Unit. J Fluoresc 26(2):593–598 Zheng MH, Hu X, Wang XW, Liu XL, Jin JY (2016) Fluorescence-enhanced sensing of hypochlorous acid based on 2-Pyridylthiazole Unit. J Fluoresc 26(2):593–598
233.
Zurück zum Zitat Kalyanaraman B, Darley-Usmar V, Davies KJA, Dennery PA, Forman HJ, Grisham MB, Mann GE, Moore K, Roberts LJ, Ischiropoulos H (2012) Measuring reactive oxygen and nitrogen species with fluorescent probes: challenges and limitations. Free Radic Biol Med 52(1):1–6 Kalyanaraman B, Darley-Usmar V, Davies KJA, Dennery PA, Forman HJ, Grisham MB, Mann GE, Moore K, Roberts LJ, Ischiropoulos H (2012) Measuring reactive oxygen and nitrogen species with fluorescent probes: challenges and limitations. Free Radic Biol Med 52(1):1–6
234.
Zurück zum Zitat Flemmig J, Arnhold J (2010) Interaction of hypochlorous acid and myeloperoxidase with phosphatidylserine in the presence of ammonium ions. J Inorg Biochem 104(7):759–764 Flemmig J, Arnhold J (2010) Interaction of hypochlorous acid and myeloperoxidase with phosphatidylserine in the presence of ammonium ions. J Inorg Biochem 104(7):759–764
235.
Zurück zum Zitat Thomas EL, Bozeman PM, Jefferson MM, King CC (1995) Oxidation of bromide by the human leukocyte enzymes myeloperoxidase and eosinophil peroxidase. J Biol Chem 270(7):2906–2913 Thomas EL, Bozeman PM, Jefferson MM, King CC (1995) Oxidation of bromide by the human leukocyte enzymes myeloperoxidase and eosinophil peroxidase. J Biol Chem 270(7):2906–2913
236.
Zurück zum Zitat Koelsch M, Mallak R, Graham GG, Kajer T, Milligan MK, Nguyen LQ, Newsham DW, Keh JS, Kettle AS, Scott KF, Ziegler JB, Pattison DI, Fu S, Hawkins CL, Rees MD, Davies MJ (2010) Acetaminophen (paracetamol) inhibits myeloperoxidase-catalyzed oxidant production and biological damage at therapeutically achievable concentrations. Biochem Pharmacol 79(8):1156–1164 Koelsch M, Mallak R, Graham GG, Kajer T, Milligan MK, Nguyen LQ, Newsham DW, Keh JS, Kettle AS, Scott KF, Ziegler JB, Pattison DI, Fu S, Hawkins CL, Rees MD, Davies MJ (2010) Acetaminophen (paracetamol) inhibits myeloperoxidase-catalyzed oxidant production and biological damage at therapeutically achievable concentrations. Biochem Pharmacol 79(8):1156–1164
237.
Zurück zum Zitat Peskin AV, Winterbourn CC (2001) Kinetics of the reactions of hypochlorous acid and amino acid chloramines with thiols, methionine, and ascorbate. Free Radic Biol Med 30(5):572–579 Peskin AV, Winterbourn CC (2001) Kinetics of the reactions of hypochlorous acid and amino acid chloramines with thiols, methionine, and ascorbate. Free Radic Biol Med 30(5):572–579
238.
Zurück zum Zitat Kettle AJ (1996) Neutrophils convert tyrosyl residues in albumin to chlorotyrosine. FEBS Lett 379(1):103–106 Kettle AJ (1996) Neutrophils convert tyrosyl residues in albumin to chlorotyrosine. FEBS Lett 379(1):103–106
239.
Zurück zum Zitat Kettle AJ, Albrett AM, Chapman AL, Dickerhof N, Forbes LV, Khalilova I, Turner R (2014) Measuring chlorine bleach in biology and medicine. Biochim Biophys Acta 1840(2):781–793 Kettle AJ, Albrett AM, Chapman AL, Dickerhof N, Forbes LV, Khalilova I, Turner R (2014) Measuring chlorine bleach in biology and medicine. Biochim Biophys Acta 1840(2):781–793
240.
Zurück zum Zitat Sokolov AV, Kostevich VA, Kozlov SO, Donskyi IS, Vlasova II, Rudenko AO, Zakharova ET, Vasilyev VB, Panasenko OM (2015) Kinetic method for assaying the halogenating activity of myeloperoxidase based on reaction of celestine blue B with taurine halogenamines. Free Radic Res 49(6):777–789 Sokolov AV, Kostevich VA, Kozlov SO, Donskyi IS, Vlasova II, Rudenko AO, Zakharova ET, Vasilyev VB, Panasenko OM (2015) Kinetic method for assaying the halogenating activity of myeloperoxidase based on reaction of celestine blue B with taurine halogenamines. Free Radic Res 49(6):777–789
241.
Zurück zum Zitat Colpas GJ, Hamstra BJ, Kampf JW, Pecoraro VL (1996) Functional models for vanadium haloperoxidase: reactivity and mechanism of halide oxidation. J Am Chem Soc 118(14):3469–3478 Colpas GJ, Hamstra BJ, Kampf JW, Pecoraro VL (1996) Functional models for vanadium haloperoxidase: reactivity and mechanism of halide oxidation. J Am Chem Soc 118(14):3469–3478
242.
Zurück zum Zitat Wischang D, Brücher O, Hartung J (2011) Bromoperoxidases and functional enzyme mimics for oxidative bromination - a sustainable synthetic approach. Coord Chem Rev 255(19):2204–2217 Wischang D, Brücher O, Hartung J (2011) Bromoperoxidases and functional enzyme mimics for oxidative bromination - a sustainable synthetic approach. Coord Chem Rev 255(19):2204–2217
243.
Zurück zum Zitat Yonehara K, Kamata K, Yamaguchi K, Mizuno N (2011) An efficient H2O2-based oxidative bromination of alkenes, alkynes, and aromatics by a divanadium-substituted phosphotungstate. Chem Commun 47(6):1692–1694 Yonehara K, Kamata K, Yamaguchi K, Mizuno N (2011) An efficient H2O2-based oxidative bromination of alkenes, alkynes, and aromatics by a divanadium-substituted phosphotungstate. Chem Commun 47(6):1692–1694
244.
Zurück zum Zitat Kato N, Hayashi Y (2013) Discrete spherical hexadecavanadates incorporating a bromide with oxidative bromination activity. Dalton Trans 42(33):11804–11811 Kato N, Hayashi Y (2013) Discrete spherical hexadecavanadates incorporating a bromide with oxidative bromination activity. Dalton Trans 42(33):11804–11811
245.
Zurück zum Zitat Licini G, Conte V, Coletti A, Mba M, Zonta C (2011) Recent advances in vanadium catalyzed oxygen transfer reactions. Coord Chem Rev 255(19–20):2345–2357 Licini G, Conte V, Coletti A, Mba M, Zonta C (2011) Recent advances in vanadium catalyzed oxygen transfer reactions. Coord Chem Rev 255(19–20):2345–2357
246.
Zurück zum Zitat da Silva JAL, da Silva JJRF, Pombeiro AJL (2011) Oxovanadium complexes in catalytic oxidations. Coord Chem Rev 255(19–20):2232–2248 da Silva JAL, da Silva JJRF, Pombeiro AJL (2011) Oxovanadium complexes in catalytic oxidations. Coord Chem Rev 255(19–20):2232–2248
247.
Zurück zum Zitat Clague MJ, Keder NL, Butler A (1993) Biomimics of vanadium bromoperoxidase: Vanadium(V)-Schiff base catalyzed oxidation of bromide by hydrogen peroxide. Inorg Chem 32(22):4754–4761 Clague MJ, Keder NL, Butler A (1993) Biomimics of vanadium bromoperoxidase: Vanadium(V)-Schiff base catalyzed oxidation of bromide by hydrogen peroxide. Inorg Chem 32(22):4754–4761
248.
Zurück zum Zitat Rana S, Haque R, Santosh G, Maiti D (2011) Decarbonylative halogenation by a vanadium complex. Inorg Chem 52(6):2927–2932 Rana S, Haque R, Santosh G, Maiti D (2011) Decarbonylative halogenation by a vanadium complex. Inorg Chem 52(6):2927–2932
249.
Zurück zum Zitat Smith TS, Pecoraro VL (2002) Oxidation of organic sulfides by vanadium haloperoxidase model complexes. Inorg Chem 41(25):6754–6760 Smith TS, Pecoraro VL (2002) Oxidation of organic sulfides by vanadium haloperoxidase model complexes. Inorg Chem 41(25):6754–6760
250.
Zurück zum Zitat Ten Brink HB, Schoemaker HE, Wever R (2001) Sulfoxidation mechanism of vanadium bromoperoxidase from Ascophyllum nodosum. Evidence for direct oxygen transfer catalysis. Eur J Biochem 268(1):131–382 Ten Brink HB, Schoemaker HE, Wever R (2001) Sulfoxidation mechanism of vanadium bromoperoxidase from Ascophyllum nodosum. Evidence for direct oxygen transfer catalysis. Eur J Biochem 268(1):131–382
251.
Zurück zum Zitat en Brink HB, Tuynman A, Dekker HL, Hemrika W, Izumi Y, Oshiro T, Schoemaker HE, Wever R (1998) Enantioselective sulfoxidation catalyzed by vanadium haloperoxidases. Inorg Chem 37(26):6780–6784 en Brink HB, Tuynman A, Dekker HL, Hemrika W, Izumi Y, Oshiro T, Schoemaker HE, Wever R (1998) Enantioselective sulfoxidation catalyzed by vanadium haloperoxidases. Inorg Chem 37(26):6780–6784
252.
Zurück zum Zitat Strassberger Z, Ramos-Fernandez EV, Boonstra A, Jorna R, Tanase S, Rothenberg G (2013) Synthesis, characterization and testing of a new V2O5/Al2O3–MgO catalyst for butane dehydrogenation and limonene oxidation. Dalton Trans 42(15):5546–5553 Strassberger Z, Ramos-Fernandez EV, Boonstra A, Jorna R, Tanase S, Rothenberg G (2013) Synthesis, characterization and testing of a new V2O5/Al2O3–MgO catalyst for butane dehydrogenation and limonene oxidation. Dalton Trans 42(15):5546–5553
253.
Zurück zum Zitat Mimoun H, Saussine L, Daire E, Postel M, Fischer J, Weiss R (1983) Vanadium(V) peroxy complexes. New versatile biomimetic reagents for epoxidation of olefins and hydroxylation of alkanes and aromatic hydrocarbons. J Am Chem Soc 105(10):3101–3110 Mimoun H, Saussine L, Daire E, Postel M, Fischer J, Weiss R (1983) Vanadium(V) peroxy complexes. New versatile biomimetic reagents for epoxidation of olefins and hydroxylation of alkanes and aromatic hydrocarbons. J Am Chem Soc 105(10):3101–3110
254.
Zurück zum Zitat Velusamy S, Punniyamurthy T (2004) Novel vanadium-catalyzed oxidation of alcohols to aldehydes and ketones under atmospheric oxygen. Org Lett 6(2):217–219 Velusamy S, Punniyamurthy T (2004) Novel vanadium-catalyzed oxidation of alcohols to aldehydes and ketones under atmospheric oxygen. Org Lett 6(2):217–219
255.
Zurück zum Zitat Si TK, Drew MGB, Mukherjea KK (2011) Peroxidative bromination and oxygenation of organic compounds. Polyhedron 30(13):2286–2293 Si TK, Drew MGB, Mukherjea KK (2011) Peroxidative bromination and oxygenation of organic compounds. Polyhedron 30(13):2286–2293
256.
Zurück zum Zitat Chen C, Sun Q, Ren DX, Zhang R, Bai FY, Xing YH, Shi SH (2013) Bromoperoxidase mimic as catalysts for oxidative bromination - synthesis, structures and properties of the diversified oxidation state of vanadium(III, IV and V) complexes with pincer N-heterocycle ligands. CrystEngComm 15(27):5561–5573 Chen C, Sun Q, Ren DX, Zhang R, Bai FY, Xing YH, Shi SH (2013) Bromoperoxidase mimic as catalysts for oxidative bromination - synthesis, structures and properties of the diversified oxidation state of vanadium(III, IV and V) complexes with pincer N-heterocycle ligands. CrystEngComm 15(27):5561–5573
257.
Zurück zum Zitat Zhang R, Liu J, Chen C, Xing YH, Guan QL, Hou YN, Wang X, Zhang XX, Bai FY (2013) Synthesis, structures and properties of the catalytic bromination reaction of a series of novel scorperate oxidovanadium complexes with the potential detection of hydrogen peroxide in water. Spectrochim. Acta Part A Mol Biomol Spectrosc 115:476–482 Zhang R, Liu J, Chen C, Xing YH, Guan QL, Hou YN, Wang X, Zhang XX, Bai FY (2013) Synthesis, structures and properties of the catalytic bromination reaction of a series of novel scorperate oxidovanadium complexes with the potential detection of hydrogen peroxide in water. Spectrochim. Acta Part A Mol Biomol Spectrosc 115:476–482
258.
Zurück zum Zitat Fernández TL, Souza ET, Visentin LC, Santos JV, Mangrich AS, Faria RB, Antunes OAC, Scarpellini M (2009) A new oxo-vanadium complex employing an imidazole-rich tripodal ligand: a bioinspired bromide and hydrocarbon oxidation catalyst. J Inorg Biochem 103(4):474–479 Fernández TL, Souza ET, Visentin LC, Santos JV, Mangrich AS, Faria RB, Antunes OAC, Scarpellini M (2009) A new oxo-vanadium complex employing an imidazole-rich tripodal ligand: a bioinspired bromide and hydrocarbon oxidation catalyst. J Inorg Biochem 103(4):474–479
259.
Zurück zum Zitat Cao YZ, Zhao HY, Bai FY, Xing YH, Wei DM, Niu SY, Shi Z (2011) Amino acid-derivatized oxidovanadium complexes: Synthesis, structure and bromination reaction activity. Inorg Chim Acta 368(1):223–230 Cao YZ, Zhao HY, Bai FY, Xing YH, Wei DM, Niu SY, Shi Z (2011) Amino acid-derivatized oxidovanadium complexes: Synthesis, structure and bromination reaction activity. Inorg Chim Acta 368(1):223–230
260.
Zurück zum Zitat Tótaro RM, Williams PAM, Apella MC, Blesa MA, Baran EM (2000) Bromination of phenol red mediated by vanadium(V) peroxo complexes at pH 6.5. Dalton Trans 4403–4406 Tótaro RM, Williams PAM, Apella MC, Blesa MA, Baran EM (2000) Bromination of phenol red mediated by vanadium(V) peroxo complexes at pH 6.5. Dalton Trans 4403–4406
261.
Zurück zum Zitat Khan AT, Ali S (2012) A useful and convenient synthetic protocol for iodination of organic substrates using a combination of vanadyl acetylacetonate, hydrogen peroxide, and sodium iodide. Bull Chem Soc Jpn 85(11):1239–1243 Khan AT, Ali S (2012) A useful and convenient synthetic protocol for iodination of organic substrates using a combination of vanadyl acetylacetonate, hydrogen peroxide, and sodium iodide. Bull Chem Soc Jpn 85(11):1239–1243
262.
Zurück zum Zitat Saikia L, Talukdar D, Deka RC, Thakur AJ (2013) KI-VO(acac)2–H2O2-AcOH, A new iodinating system for selective iodination at C-5 position of activated pyrimidinediones: a combined experimental and density functional study. J Heterocycl Chem 50(5):1031–1038 Saikia L, Talukdar D, Deka RC, Thakur AJ (2013) KI-VO(acac)2–H2O2-AcOH, A new iodinating system for selective iodination at C-5 position of activated pyrimidinediones: a combined experimental and density functional study. J Heterocycl Chem 50(5):1031–1038
263.
Zurück zum Zitat Dinesh CU, Kumar R, Pandey B, Kumar P (1995) Catalytic halogenation of selected organic compounds mimicking vanadate-dependent marine metalloenzymes. Chem Commun 20(6):611–612 Dinesh CU, Kumar R, Pandey B, Kumar P (1995) Catalytic halogenation of selected organic compounds mimicking vanadate-dependent marine metalloenzymes. Chem Commun 20(6):611–612
264.
Zurück zum Zitat Kikushima K, Moriuchi T, Hirao T (2009) Vanadium-catalyzed oxidative bromination under atmospheric oxygen. Chem Asian J 4(8):1213–1216 Kikushima K, Moriuchi T, Hirao T (2009) Vanadium-catalyzed oxidative bromination under atmospheric oxygen. Chem Asian J 4(8):1213–1216
265.
Zurück zum Zitat Kikushima K, Moriuchi T, Hirao T (2010) Vanadium-catalyzed oxidative bromination promoted by Brønsted acid or Lewis acid. Tetrahedron 66(34):6906–6911 Kikushima K, Moriuchi T, Hirao T (2010) Vanadium-catalyzed oxidative bromination promoted by Brønsted acid or Lewis acid. Tetrahedron 66(34):6906–6911
266.
Zurück zum Zitat Podgoršek A, Zupan M, Iskra J (2009) Oxidative halogenation with “green” oxidants: oxygen and hydrogen peroxide. Angew Chem Int Ed 48(45):8424–8450 Podgoršek A, Zupan M, Iskra J (2009) Oxidative halogenation with “green” oxidants: oxygen and hydrogen peroxide. Angew Chem Int Ed 48(45):8424–8450
267.
Zurück zum Zitat Meister GE, Butler A (1994) Molybdenum(VI)- and Tungsten(VI)-mediated biomimetic chemistry of vanadium. bromoperoxidase. Inorg Chem 33(15):3269–3275 Meister GE, Butler A (1994) Molybdenum(VI)- and Tungsten(VI)-mediated biomimetic chemistry of vanadium. bromoperoxidase. Inorg Chem 33(15):3269–3275
268.
Zurück zum Zitat Islam NS, Boruah JJ (2015) Macromolecular peroxo complexes of Vanadium(V) and Molybdenum(VI): Catalytic activities and biochemical relevance. J Chem Sci 127(5):777–795 Islam NS, Boruah JJ (2015) Macromolecular peroxo complexes of Vanadium(V) and Molybdenum(VI): Catalytic activities and biochemical relevance. J Chem Sci 127(5):777–795
269.
Zurück zum Zitat Assem FL, Levy LS (2009) A review of current toxicological concerns on vanadium pentoxide and other vanadium compounds: gaps in knowledge and directions for future research. J Toxicol Environ Heal B Crit Rev 12(4):289–306 Assem FL, Levy LS (2009) A review of current toxicological concerns on vanadium pentoxide and other vanadium compounds: gaps in knowledge and directions for future research. J Toxicol Environ Heal B Crit Rev 12(4):289–306
271.
Zurück zum Zitat Choudary BM, Sudha Y, Reddy PN (1994) Regioselective oxybromination of activated aromatic compounds catalysed by ammonium molybdate. Synlett 1994(6):450 Choudary BM, Sudha Y, Reddy PN (1994) Regioselective oxybromination of activated aromatic compounds catalysed by ammonium molybdate. Synlett 1994(6):450
272.
Zurück zum Zitat Conte V, Floris B, Galloni P, Silvagni A (2005) Oxybromination of ethynylbenzene catalysed by molybdenum complexes in organic solvent and in ionic liquids. Adv Synth Catal 347(10):1341–1344 Conte V, Floris B, Galloni P, Silvagni A (2005) Oxybromination of ethynylbenzene catalysed by molybdenum complexes in organic solvent and in ionic liquids. Adv Synth Catal 347(10):1341–1344
273.
Zurück zum Zitat Romano F, Linden A, Mba M, Zonta C, Licini G (2010) Adv Synth Catal 352 (17). 2937–2942 Romano F, Linden A, Mba M, Zonta C, Licini G (2010) Adv Synth Catal 352 (17). 2937–2942
274.
Zurück zum Zitat Kurapati SK, Pal S (2016) cis-Dioxomolybdenum(VI) complexes with unsymmetric linear tetradentate ligands: syntheses, structures and bromoperoxidase activities. Appl Organomet Chem 30(3):116–124 Kurapati SK, Pal S (2016) cis-Dioxomolybdenum(VI) complexes with unsymmetric linear tetradentate ligands: syntheses, structures and bromoperoxidase activities. Appl Organomet Chem 30(3):116–124
275.
Zurück zum Zitat Pasayat S, Dash SP, Roy S, Dinda R, Dhaka S, Maurya MR, Kaminsky W, Patil YP, Nethaji M (2014) Synthesis, structural studies and catalytic activity of dioxidomolybdenum(VI) complexes with aroylhydrazones of naphthol-derivative. Polyhedron 67(1):1–10 Pasayat S, Dash SP, Roy S, Dinda R, Dhaka S, Maurya MR, Kaminsky W, Patil YP, Nethaji M (2014) Synthesis, structural studies and catalytic activity of dioxidomolybdenum(VI) complexes with aroylhydrazones of naphthol-derivative. Polyhedron 67(1):1–10
276.
Zurück zum Zitat Beinker P, Hanson JR, Meindl N, Medina ICR (1998) Oxidative iodination of aromatic amides using sodium perborate or hydrogen peroxide with sodium tungstate. J Chem Res 4:204–205 Beinker P, Hanson JR, Meindl N, Medina ICR (1998) Oxidative iodination of aromatic amides using sodium perborate or hydrogen peroxide with sodium tungstate. J Chem Res 4:204–205
277.
Zurück zum Zitat Medina ICR, Hanson JR (2003) The oxidative bromination and iodination of dimethylacetanilides. J Chem Res 2003(7):62, 428 Medina ICR, Hanson JR (2003) The oxidative bromination and iodination of dimethylacetanilides. J Chem Res 2003(7):62, 428
278.
Zurück zum Zitat Hazarika P, Kalita D, Sarmah S, Borah R, Islam NS (2006) New oxo-bridged dinuclear peroxotungsten(VI) complexes: synthesis, stability and activity in bromoperoxidation. Polyhedron 25(18):3501–3508 Hazarika P, Kalita D, Sarmah S, Borah R, Islam NS (2006) New oxo-bridged dinuclear peroxotungsten(VI) complexes: synthesis, stability and activity in bromoperoxidation. Polyhedron 25(18):3501–3508
279.
Zurück zum Zitat Mizuno N, Kamata K, Yamaguchi K (2012) Oxidative functional group transformations with hydrogen peroxide catalyzed by a divanadium-substituted phosphotungstate. Catal Today 185(1):157–161 Mizuno N, Kamata K, Yamaguchi K (2012) Oxidative functional group transformations with hydrogen peroxide catalyzed by a divanadium-substituted phosphotungstate. Catal Today 185(1):157–161
280.
Zurück zum Zitat Yamaura T, Kamata K, Yamaguchi K, Mizuno N (2013) Efficient sulfoxidation with hydrogen peroxide catalyzed by a divanadium-substituted phosphotungstate. Catal Today 203:76–80 Yamaura T, Kamata K, Yamaguchi K, Mizuno N (2013) Efficient sulfoxidation with hydrogen peroxide catalyzed by a divanadium-substituted phosphotungstate. Catal Today 203:76–80
281.
Zurück zum Zitat Wang SS, Yang GY (2015) Recent advances in polyoxometalate-catalyzed reactions. Chem Rev 115(11):4893–4962 Wang SS, Yang GY (2015) Recent advances in polyoxometalate-catalyzed reactions. Chem Rev 115(11):4893–4962
282.
Zurück zum Zitat Maurya MR, Rana L, Avecilla F (2016) Oxidoperoxidotungsten(VI) and dioxidotungsten(VI) complexes catalyzed oxidative bromination of thymol in presence of H2O2–KBr–HClO4. Inorg Chim Acta 440:172–180 Maurya MR, Rana L, Avecilla F (2016) Oxidoperoxidotungsten(VI) and dioxidotungsten(VI) complexes catalyzed oxidative bromination of thymol in presence of H2O2–KBr–HClO4. Inorg Chim Acta 440:172–180
283.
Zurück zum Zitat Badetti E, Romano F, Marchiò L, Taşkesenlioğlu S, Daştan A, Zonta C, Licini G (2016) Effective bromo and chloro peroxidation catalysed by tungsten(VI) amino triphenolate complexes. Dalton Trans 45(37):14603–14608 Badetti E, Romano F, Marchiò L, Taşkesenlioğlu S, Daştan A, Zonta C, Licini G (2016) Effective bromo and chloro peroxidation catalysed by tungsten(VI) amino triphenolate complexes. Dalton Trans 45(37):14603–14608
284.
Zurück zum Zitat Jafarzadeh M, Amani K, Nikpour F (2005) Efficient one-pot transformation of aminoarenes to haloarenes using halodimethylisulfonium halides generated in situ. Can J Chem 83(3):1808–1819 Jafarzadeh M, Amani K, Nikpour F (2005) Efficient one-pot transformation of aminoarenes to haloarenes using halodimethylisulfonium halides generated in situ. Can J Chem 83(3):1808–1819
285.
Zurück zum Zitat Espenson JH, Zhu Z, Zauche TH, Bromide ions and methyltrioxorhenium as cocatalysts for hydrogen peroxide oxidations and brominations. J Org Chem 64(4):1191–1196 Espenson JH, Zhu Z, Zauche TH, Bromide ions and methyltrioxorhenium as cocatalysts for hydrogen peroxide oxidations and brominations. J Org Chem 64(4):1191–1196
286.
Zurück zum Zitat Adam W, Mock-Knoblauch C, Saha-Möller CR, Herderich M (2000) Are MnIV species involved in Mn(Salen)-catalyzed Jacobsen−Katsuki epoxidations? A mechanistic elucidation of their formation and reaction modes by EPR spectroscopy, mass-spectral analysis, and product studies: chlorination versus oxygen transfer. J Am Chem Soc 122(40):9685–9691 Adam W, Mock-Knoblauch C, Saha-Möller CR, Herderich M (2000) Are MnIV species involved in Mn(Salen)-catalyzed Jacobsen−Katsuki epoxidations? A mechanistic elucidation of their formation and reaction modes by EPR spectroscopy, mass-spectral analysis, and product studies: chlorination versus oxygen transfer. J Am Chem Soc 122(40):9685–9691
287.
Zurück zum Zitat Carney JR, Dillon BR, Thomas SP (2016) Recent advances of manganese catalysis for organic Synthesis. Eur J Org Chem 23:3912–3923 Carney JR, Dillon BR, Thomas SP (2016) Recent advances of manganese catalysis for organic Synthesis. Eur J Org Chem 23:3912–3923
288.
Zurück zum Zitat Feng XD, Zhang R, Wang XY, Zhang XX, Wang JX, Xing YH, Sun LX (2015) Mimicing bromoperoxidase for copper complexes: Synthesis, structures and properties of Cu(II)–triazine pyrazolyl complex. Polyhedron 90:69–76 Feng XD, Zhang R, Wang XY, Zhang XX, Wang JX, Xing YH, Sun LX (2015) Mimicing bromoperoxidase for copper complexes: Synthesis, structures and properties of Cu(II)–triazine pyrazolyl complex. Polyhedron 90:69–76
289.
Zurück zum Zitat Paraskevas SM, Paraskevas MS (2004) Chlorination and oxidation of some aldehydes by H2O2 and diphenic acid·CuCl2 complex. Catal Commun 5(11):687–690 Paraskevas SM, Paraskevas MS (2004) Chlorination and oxidation of some aldehydes by H2O2 and diphenic acid·CuCl2 complex. Catal Commun 5(11):687–690
290.
Zurück zum Zitat Menini L, Gusevskaya EV (2006) Aerobic oxychlorination of phenols catalyzed by copper(II) chloride. Appl Catal A Gen 309(1):122–128 Menini L, Gusevskaya EV (2006) Aerobic oxychlorination of phenols catalyzed by copper(II) chloride. Appl Catal A Gen 309(1):122–128
291.
Zurück zum Zitat Menini L, Parreira LA, Gusevskaya EV (2007) A practical highly selective oxybromination of phenols with dioxygen. Tetrahedron Lett 48(36):6401–6404 Menini L, Parreira LA, Gusevskaya EV (2007) A practical highly selective oxybromination of phenols with dioxygen. Tetrahedron Lett 48(36):6401–6404
292.
Zurück zum Zitat Suess AM, Ertem MZ, Cramer CJ, Stahl SS divergence between organometallic and single-electron-transfer mechanisms in copper(II)-mediated aerobic C–H oxidation. J Am Chem Soc 135(26):9797–9804 Suess AM, Ertem MZ, Cramer CJ, Stahl SS divergence between organometallic and single-electron-transfer mechanisms in copper(II)-mediated aerobic C–H oxidation. J Am Chem Soc 135(26):9797–9804
293.
Zurück zum Zitat Yang L, Lu Z (2009) Stahl SS (2009) Regioselective copper-catalyzed chlorination and bromination of arenes with O2 as the oxidant. Chem Commun 42:6460–6462 Yang L, Lu Z (2009) Stahl SS (2009) Regioselective copper-catalyzed chlorination and bromination of arenes with O2 as the oxidant. Chem Commun 42:6460–6462
294.
Zurück zum Zitat Hao W, Liu Y (2015) C–H bond halogenation catalyzed or mediated by copper: an overview. Beilstein J Org Chem 11:2132–2144 Hao W, Liu Y (2015) C–H bond halogenation catalyzed or mediated by copper: an overview. Beilstein J Org Chem 11:2132–2144
295.
Zurück zum Zitat van der Werf N, Selander N (2015) Para-selective halogenation of nitrosoarenes with Copper(II) Halides. Org Lett 17(24):6210–6213 van der Werf N, Selander N (2015) Para-selective halogenation of nitrosoarenes with Copper(II) Halides. Org Lett 17(24):6210–6213
296.
Zurück zum Zitat Zhu X, Chiba S (2016) Copper-catalyzed oxidative carbon–heteroatom bond formation: a recent update. Chem Soc Rev 45(16):4504–4523 Zhu X, Chiba S (2016) Copper-catalyzed oxidative carbon–heteroatom bond formation: a recent update. Chem Soc Rev 45(16):4504–4523
297.
Zurück zum Zitat Liu AH, He LN, Hua F, Yang ZZ, Huang CB, Yu B, Li B (2011) In situ acidic carbon dioxide/ethanol system for selective oxybromination of aromatic ethers catalyzed by copper chloride. Adv Synth Catal 353(17):3187–3195 Liu AH, He LN, Hua F, Yang ZZ, Huang CB, Yu B, Li B (2011) In situ acidic carbon dioxide/ethanol system for selective oxybromination of aromatic ethers catalyzed by copper chloride. Adv Synth Catal 353(17):3187–3195
298.
Zurück zum Zitat Liu AH, Ma R, Zhang M, He LN (2012) In situ acidic carbon dioxide/water system for selective oxybromination of electron-rich aromatics catalyzed by copper bromide. Catal Today 194(1):38–43 Liu AH, Ma R, Zhang M, He LN (2012) In situ acidic carbon dioxide/water system for selective oxybromination of electron-rich aromatics catalyzed by copper bromide. Catal Today 194(1):38–43
299.
Zurück zum Zitat Luo Y, Pan X, Wu J (2010) Silver-catalyzed decarboxylative halogenation of carboxylic acids. Tetrahedron Lett 51(50):6646–6648 Luo Y, Pan X, Wu J (2010) Silver-catalyzed decarboxylative halogenation of carboxylic acids. Tetrahedron Lett 51(50):6646–6648
300.
Zurück zum Zitat Huang FQ, Xie J, Sun JG, Wang YW, Dong X, Qi LW, Zhang B (2016) Regioselective synthesis of carbonyl-containing alkyl chlorides via silver-catalyzed ring-opening chlorination of cycloalkanols. Org Lett 18(4):684–687 Huang FQ, Xie J, Sun JG, Wang YW, Dong X, Qi LW, Zhang B (2016) Regioselective synthesis of carbonyl-containing alkyl chlorides via silver-catalyzed ring-opening chlorination of cycloalkanols. Org Lett 18(4):684–687
301.
Zurück zum Zitat Limberg C, Teles JH (2001) The activation of O2 at ruthenium complexes: catalytic chlorination of unsaturated organic substrates within the system O2/HCl/H2O. Adv Synth Catal 343(5):447–449 Limberg C, Teles JH (2001) The activation of O2 at ruthenium complexes: catalytic chlorination of unsaturated organic substrates within the system O2/HCl/H2O. Adv Synth Catal 343(5):447–449
302.
Zurück zum Zitat Bonaccorsi C, Althaus M, Becker C, Togni A, Mezzetti A (2006) Chiral Ru/PNNP complexes in catalytic and stoichiometric electrophilic O- and F-atom transfer to 1,3-dicarbonyl compounds. Pure Appl Chem 78(2):391–396 Bonaccorsi C, Althaus M, Becker C, Togni A, Mezzetti A (2006) Chiral Ru/PNNP complexes in catalytic and stoichiometric electrophilic O- and F-atom transfer to 1,3-dicarbonyl compounds. Pure Appl Chem 78(2):391–396
303.
Zurück zum Zitat Wang Y, Li GX, Yang G, He G, Chen G (2016) A visible-light-promoted radical reaction system for azidation and halogenation of tertiary aliphatic C–H bonds. Chem Sci 7(4):2679–2683 Wang Y, Li GX, Yang G, He G, Chen G (2016) A visible-light-promoted radical reaction system for azidation and halogenation of tertiary aliphatic C–H bonds. Chem Sci 7(4):2679–2683
304.
Zurück zum Zitat Field RJ, Körös E, Noyes RM (1972) Oscillations in chemical systems. II. Thorough analysis of temporal oscillation in the bromate-cerium-malonic acid system. J Am Chem Soc 94(25):8649–8664 Field RJ, Körös E, Noyes RM (1972) Oscillations in chemical systems. II. Thorough analysis of temporal oscillation in the bromate-cerium-malonic acid system. J Am Chem Soc 94(25):8649–8664
305.
Zurück zum Zitat Noyes RM, Jwo JJ (1975) Oscillations in chemical systems. X.1 Implications of cerium oxidation mechanisms for the belousov-zhabotinskii reaction. J Am Chem Soc 97(19):5431–5433 Noyes RM, Jwo JJ (1975) Oscillations in chemical systems. X.1 Implications of cerium oxidation mechanisms for the belousov-zhabotinskii reaction. J Am Chem Soc 97(19):5431–5433
306.
Zurück zum Zitat Asakura J, Robins MJ (1990) Cerium(IV)-mediated halogenation at C-5 of uracil derivatives. J Org Chem 55(16):4928–4933 Asakura J, Robins MJ (1990) Cerium(IV)-mediated halogenation at C-5 of uracil derivatives. J Org Chem 55(16):4928–4933
307.
Zurück zum Zitat Nair V, Panicker SB, Augustine A, George TG, Thomas S, Vairamani M (2001) An efficient bromination of alkenes using cerium(IV) ammonium nitrate (CAN) and potassium bromide. Tetrahedron 57(34):7417–7422 Nair V, Panicker SB, Augustine A, George TG, Thomas S, Vairamani M (2001) An efficient bromination of alkenes using cerium(IV) ammonium nitrate (CAN) and potassium bromide. Tetrahedron 57(34):7417–7422
308.
Zurück zum Zitat Schweizer AE, Jones ME, Hickman DA (2004) Oxidative halogenation and optional dehydrogenation of C3 + hydrocarbons (US 2004/0158110 A1) Schweizer AE, Jones ME, Hickman DA (2004) Oxidative halogenation and optional dehydrogenation of C3 + hydrocarbons (US 2004/0158110 A1)
309.
Zurück zum Zitat Sridharan V, Menéndez JC (2010) Cerium(IV) ammonium nitrate as a catalyst in organic synthesis. Chem Rev 110(6):3805–3849 Sridharan V, Menéndez JC (2010) Cerium(IV) ammonium nitrate as a catalyst in organic synthesis. Chem Rev 110(6):3805–3849
310.
Zurück zum Zitat Babu RS (2002) Cerium(III) chloride heptahydrate: CeCl3·7H2O. Synlett 11:1935–1936 Babu RS (2002) Cerium(III) chloride heptahydrate: CeCl3·7H2O. Synlett 11:1935–1936
311.
Zurück zum Zitat Das B, Krishnaiah M, Venkateswarlu K, Reddy VS (2007) A mild and simple regioselective iodination of activated aromatics with iodine and catalytic ceric ammonium nitrate. Tetrahedron Lett 48(1):81–83 Das B, Krishnaiah M, Venkateswarlu K, Reddy VS (2007) A mild and simple regioselective iodination of activated aromatics with iodine and catalytic ceric ammonium nitrate. Tetrahedron Lett 48(1):81–83
312.
Zurück zum Zitat Firouzabadi H, Iranpoor N, Kazemi S, Ghaderi A, Garzan A (2009) Highly efficient halogenation of organic compounds with halides catalyzed by cerium(III) chloride heptahydrate using hydrogen peroxide as the terminal oxidant in water. Adv Synth Catal 351(11–12):1925–1932 Firouzabadi H, Iranpoor N, Kazemi S, Ghaderi A, Garzan A (2009) Highly efficient halogenation of organic compounds with halides catalyzed by cerium(III) chloride heptahydrate using hydrogen peroxide as the terminal oxidant in water. Adv Synth Catal 351(11–12):1925–1932
313.
Zurück zum Zitat Vardhaman AK, Sastri CV, Kumar D, de Visser SP (2011) Nonheme ferric hydroperoxo intermediates are efficient oxidants of bromide oxidation. Chem Commun 47(39):11044–11046 Vardhaman AK, Sastri CV, Kumar D, de Visser SP (2011) Nonheme ferric hydroperoxo intermediates are efficient oxidants of bromide oxidation. Chem Commun 47(39):11044–11046
314.
Zurück zum Zitat Vione D, Maurino V, Man SC, Khanra SC, Arsene C, Olariu RI, Minero C (2008) Formation of organobrominated compounds in the presence of bromide under simulated atmospheric aerosol conditions. Chemsuschem 1(3):197–204 Vione D, Maurino V, Man SC, Khanra SC, Arsene C, Olariu RI, Minero C (2008) Formation of organobrominated compounds in the presence of bromide under simulated atmospheric aerosol conditions. Chemsuschem 1(3):197–204
315.
Zurück zum Zitat Draksharapu A, Angelone D, Quesne MG, Padamati SK, Gómez L, Hage R, Costas, Browne WR, de Visser SP (2015) Identification and spectroscopic characterization of nonheme iron(III) hypochlorite intermediates. Angew Chem Int Ed 54(14):4357–4361 Draksharapu A, Angelone D, Quesne MG, Padamati SK, Gómez L, Hage R, Costas, Browne WR, de Visser SP (2015) Identification and spectroscopic characterization of nonheme iron(III) hypochlorite intermediates. Angew Chem Int Ed 54(14):4357–4361
316.
Zurück zum Zitat Ma R, Huang CB, Liu AH, Li XD, He LN (2014) An in situ acidic carbon dioxide/glycol system for aerobic oxidative iodination of electron-rich aromatics catalyzed by Fe(NO3)3·9H2O. Catal Sci Technol 4(12):4308–4312 Ma R, Huang CB, Liu AH, Li XD, He LN (2014) An in situ acidic carbon dioxide/glycol system for aerobic oxidative iodination of electron-rich aromatics catalyzed by Fe(NO3)3·9H2O. Catal Sci Technol 4(12):4308–4312
317.
Zurück zum Zitat Miyake T, Hanaya M (1995) Screening of metal chloride catalysts for oxychlorination of propene. Appl Catal A 121(1):L13–L17 Miyake T, Hanaya M (1995) Screening of metal chloride catalysts for oxychlorination of propene. Appl Catal A 121(1):L13–L17
318.
Zurück zum Zitat Kalyani D, Dick AR, Anani WR, Sanford MS (2006) Scope and selectivity in palladium-catalyzed directed C–H bond halogenation reactions. Tetrahedron 62(49):11483–11498 Kalyani D, Dick AR, Anani WR, Sanford MS (2006) Scope and selectivity in palladium-catalyzed directed C–H bond halogenation reactions. Tetrahedron 62(49):11483–11498
319.
Zurück zum Zitat Lyons TW, Sanford MS (2010) Palladium-catalyzed ligand-directed C–H functionalization reactions. Chem Rev 110(2):1147–1169 Lyons TW, Sanford MS (2010) Palladium-catalyzed ligand-directed C–H functionalization reactions. Chem Rev 110(2):1147–1169
320.
Zurück zum Zitat Du B, Jiang X, Sun P (2013) Pd(II)-catalyzed bromo- and chlorodecarboxylation of electron-rich arenecarboxylic acids. J Org Chem 78(6):2786–2791 Du B, Jiang X, Sun P (2013) Pd(II)-catalyzed bromo- and chlorodecarboxylation of electron-rich arenecarboxylic acids. J Org Chem 78(6):2786–2791
321.
Zurück zum Zitat Peng X, Shao XF, Liu ZQ (2013) Palladium-catalyzed highly selective ortho-Halogenation (I, Br, Cl) of arylnitriles via sp2 C–H bond activation using Cyano as directing group. Tetrahedron Lett 54(24):3079–3081 Peng X, Shao XF, Liu ZQ (2013) Palladium-catalyzed highly selective ortho-Halogenation (I, Br, Cl) of arylnitriles via sp2 C–H bond activation using Cyano as directing group. Tetrahedron Lett 54(24):3079–3081
322.
Zurück zum Zitat Liu S, Chen J, Zhang R, Zhao F, Deng GJ (2014) Palladium-catalyzed desulfinative iodination of sodium sulfinates and sulfonyl hydrazides. Asian J Org Chem 3(11):1150–1153 Liu S, Chen J, Zhang R, Zhao F, Deng GJ (2014) Palladium-catalyzed desulfinative iodination of sodium sulfinates and sulfonyl hydrazides. Asian J Org Chem 3(11):1150–1153
323.
Zurück zum Zitat Xiong HY, Cahard D, Pannecoucke X, Besset T (2016) Pd-catalyzed directed chlorination of unactivated C(sp3)–H Bonds at room temperature. Eur J Org Chem 21:3625–3630 Xiong HY, Cahard D, Pannecoucke X, Besset T (2016) Pd-catalyzed directed chlorination of unactivated C(sp3)–H Bonds at room temperature. Eur J Org Chem 21:3625–3630
324.
Zurück zum Zitat Wang L, Wang SS, VO-Thanh G, Liu Y (2013) The oxidative halogenations of arenes in water using hydrogen peroxide and halide salts over an ionic catalyst containing sulfo group and hexafluorotitanate. J Mol Catal A Chem 371:56–62 Wang L, Wang SS, VO-Thanh G, Liu Y (2013) The oxidative halogenations of arenes in water using hydrogen peroxide and halide salts over an ionic catalyst containing sulfo group and hexafluorotitanate. J Mol Catal A Chem 371:56–62
325.
Zurück zum Zitat Das DP, Parida K (2006) Liquid phase bromination of phenol over titania pillared zirconium phosphate and titanium phosphate. Catal Commun 7(2):68–72 Das DP, Parida K (2006) Liquid phase bromination of phenol over titania pillared zirconium phosphate and titanium phosphate. Catal Commun 7(2):68–72
326.
Zurück zum Zitat Maniatakou A, Parsons S, Karaliota A (2007) Photosensitized oxidation of bromide to bromine catalyzed by niobium pentachloride in methanol solution: Formation and crystal structure of the tetraphenylphosphonium tribromide. J Photochem Photobiol A Chem 192(1):29–35 Maniatakou A, Parsons S, Karaliota A (2007) Photosensitized oxidation of bromide to bromine catalyzed by niobium pentachloride in methanol solution: Formation and crystal structure of the tetraphenylphosphonium tribromide. J Photochem Photobiol A Chem 192(1):29–35
327.
Zurück zum Zitat Bora U, Chaudhuri MK, Dey D, Dhar SS (2001) Peroxometal-mediated environmentally favorable route to brominating agents and protocols for bromination of organics. Pure Appl Chem 73(1):93–102 Bora U, Chaudhuri MK, Dey D, Dhar SS (2001) Peroxometal-mediated environmentally favorable route to brominating agents and protocols for bromination of organics. Pure Appl Chem 73(1):93–102
328.
Zurück zum Zitat Liu C, Zhang H, Shi W, Lei A (2011) Bond formations between two nucleophiles: Transition metal catalyzed oxidative cross-coupling reactions. Chem Rev 111(3):1780–1824 Liu C, Zhang H, Shi W, Lei A (2011) Bond formations between two nucleophiles: Transition metal catalyzed oxidative cross-coupling reactions. Chem Rev 111(3):1780–1824
329.
Zurück zum Zitat Beletskaya IP, Makhon’kov DI (1981) Oxidation of alkyl derivatives of aromatic hydrocarbons by transition metal salts. Russ Chem Rev 50(6):534–552 Beletskaya IP, Makhon’kov DI (1981) Oxidation of alkyl derivatives of aromatic hydrocarbons by transition metal salts. Russ Chem Rev 50(6):534–552
330.
Zurück zum Zitat Petrone DA, Ye J, Lautens M (2016) Modern transition-metal-catalyzed carbon–halogen bond formation. Chem Rev 116(14):8003–8104 Petrone DA, Ye J, Lautens M (2016) Modern transition-metal-catalyzed carbon–halogen bond formation. Chem Rev 116(14):8003–8104
331.
Zurück zum Zitat Nath J, Chaudhuri MK (2008) Boric acid catalyzed bromination of a variety of organic substrates: an eco-friendly and practical protocol. Green Chem Lett Rev 1(4):223–230 Nath J, Chaudhuri MK (2008) Boric acid catalyzed bromination of a variety of organic substrates: an eco-friendly and practical protocol. Green Chem Lett Rev 1(4):223–230
332.
Zurück zum Zitat Lin R, Ding Y, Gong L, Li J, Chen W, Yan L, Lu Y (2009) Oxidative bromination of methane on silica-supported non-noble metal oxide catalysts. Appl Catal A Gen 353(1):87–92 Lin R, Ding Y, Gong L, Li J, Chen W, Yan L, Lu Y (2009) Oxidative bromination of methane on silica-supported non-noble metal oxide catalysts. Appl Catal A Gen 353(1):87–92
333.
Zurück zum Zitat Wan S, Wang SR, Lu W (2006) One-Pot preparation of arylalkynes by a tandem catalytic iodination of arenes and palladium-catalyzed coupling of iodoarenes with terminal alkynes. J Org Chem 71(11):4349–4352 Wan S, Wang SR, Lu W (2006) One-Pot preparation of arylalkynes by a tandem catalytic iodination of arenes and palladium-catalyzed coupling of iodoarenes with terminal alkynes. J Org Chem 71(11):4349–4352
334.
Zurück zum Zitat Earle MJ, Katdare SB (2006) Oxidative halogenation of aromatic compound. US 7084317 B2 Earle MJ, Katdare SB (2006) Oxidative halogenation of aromatic compound. US 7084317 B2
335.
Zurück zum Zitat Leonard KA, Zhou F, Detty MR (1996) Chalcogen(IV)−Chalcogen(II) redox cycles. 1. Halogenation of organic substrates with Dihaloselenium(IV) and -tellurium(IV) derivatives. Dehalogenation of vicinal dibromides with diaryl tellurides. Organometallics 15(20):4285–4292 Leonard KA, Zhou F, Detty MR (1996) Chalcogen(IV)−Chalcogen(II) redox cycles. 1. Halogenation of organic substrates with Dihaloselenium(IV) and -tellurium(IV) derivatives. Dehalogenation of vicinal dibromides with diaryl tellurides. Organometallics 15(20):4285–4292
336.
Zurück zum Zitat Drake MD, Bateman MA, Detty MR (2003) Substituent effects in arylseleninic acid-catalyzed bromination of organic substrates with sodium bromide and hydrogen peroxide. Organometallics 22(20):4158–4162 Drake MD, Bateman MA, Detty MR (2003) Substituent effects in arylseleninic acid-catalyzed bromination of organic substrates with sodium bromide and hydrogen peroxide. Organometallics 22(20):4158–4162
337.
Zurück zum Zitat Mellegaard-Waetzig SR, Wang C, Tunge JA (2006) Selenium-catalyzed oxidative halogenation. Tetrahedron 62(30):7191–7198 Mellegaard-Waetzig SR, Wang C, Tunge JA (2006) Selenium-catalyzed oxidative halogenation. Tetrahedron 62(30):7191–7198
338.
Zurück zum Zitat Balkrishna SJ, Prasad CD, Panini P, Detty MR, Chopra D, Kumar S (2012) Isoselenazolones as catalysts for the activation of bromine: bromolactonization of alkenoic acids and oxidation of alcohols. J Org Chem 77(21):9541–9552 Balkrishna SJ, Prasad CD, Panini P, Detty MR, Chopra D, Kumar S (2012) Isoselenazolones as catalysts for the activation of bromine: bromolactonization of alkenoic acids and oxidation of alcohols. J Org Chem 77(21):9541–9552
339.
Zurück zum Zitat Detty MR, Zhou F, Friedman AE (1996) Positive halogens from halides and hydrogen peroxide with organotellurium catalysts. J Am Chem Soc 118(2):313–318 Detty MR, Zhou F, Friedman AE (1996) Positive halogens from halides and hydrogen peroxide with organotellurium catalysts. J Am Chem Soc 118(2):313–318
340.
Zurück zum Zitat Detty MR, Higgs DE, Nelen MI (2001) Iodination of organic substrates with halide salts and h2o2 using an organotelluride catalyst. Org Lett 3(3):349–352 Detty MR, Higgs DE, Nelen MI (2001) Iodination of organic substrates with halide salts and h2o2 using an organotelluride catalyst. Org Lett 3(3):349–352
341.
Zurück zum Zitat Abe M, You Y, Detty MR (2002) 21-Telluraporphyrins. 2. Catalysts for bromination reactions with hydrogen peroxide and sodium bromide. Organometallics 21(21):4546–4551 Abe M, You Y, Detty MR (2002) 21-Telluraporphyrins. 2. Catalysts for bromination reactions with hydrogen peroxide and sodium bromide. Organometallics 21(21):4546–4551
342.
Zurück zum Zitat Alberto EE, Muller LM, Detty MR (2014) Synthesis and properties of tellurinic anhydride-tellurone adducts. Organometallics 33(19):5571–5578 Alberto EE, Muller LM, Detty MR (2014) Synthesis and properties of tellurinic anhydride-tellurone adducts. Organometallics 33(19):5571–5578
343.
Zurück zum Zitat Shul’pin G (2016) New trends in oxidative functionalization of carbon–hydrogen bonds: a review. Catalysts 6(4):50 Shul’pin G (2016) New trends in oxidative functionalization of carbon–hydrogen bonds: a review. Catalysts 6(4):50
344.
Zurück zum Zitat Hartwig JF, Larsen MA (2016) Undirected, homogeneous C–H bond functionalization: challenges and opportunities. ACS Cent Sci 2(5):281 Hartwig JF, Larsen MA (2016) Undirected, homogeneous C–H bond functionalization: challenges and opportunities. ACS Cent Sci 2(5):281
345.
Zurück zum Zitat Smith AMR, Hii KK (2011) Transition metal catalyzed enantioselective α-heterofunctionalization of carbonyl compounds. Chem Rev 111(3):1637–1656 Smith AMR, Hii KK (2011) Transition metal catalyzed enantioselective α-heterofunctionalization of carbonyl compounds. Chem Rev 111(3):1637–1656
346.
Zurück zum Zitat Hagen J (2015) Industrial catalysis: a practical approach, 3rd edn. Wiley-VCH, Weinheim, Germany Hagen J (2015) Industrial catalysis: a practical approach, 3rd edn. Wiley-VCH, Weinheim, Germany
347.
Zurück zum Zitat Woodley JM (2008) New opportunities for biocatalysis: making pharmaceutical processes greener. Trends Biotechnol 26(6):321–327 Woodley JM (2008) New opportunities for biocatalysis: making pharmaceutical processes greener. Trends Biotechnol 26(6):321–327
348.
Zurück zum Zitat Patel RN (2008) Synthesis of chiral pharmaceutical intermediates by biocatalysis. Coord Chem Rev 252(5–7):659–701 Patel RN (2008) Synthesis of chiral pharmaceutical intermediates by biocatalysis. Coord Chem Rev 252(5–7):659–701
349.
Zurück zum Zitat Ansari SA, Husain Q (2012) Potential applications of enzymes immobilized on/in nano materials: A review. Biotechnol Adv 30(3):512–523 Ansari SA, Husain Q (2012) Potential applications of enzymes immobilized on/in nano materials: A review. Biotechnol Adv 30(3):512–523
350.
Zurück zum Zitat Lee CH, Lin TS, Mou CY (2009) Mesoporous materials for encapsulating enzymes. Nano Today 4(3):165–168 Lee CH, Lin TS, Mou CY (2009) Mesoporous materials for encapsulating enzymes. Nano Today 4(3):165–168
351.
Zurück zum Zitat Betancor L, Luckarift HR (2008) Bioinspired enzyme encapsulation for biocatalysis. Trends Biotechnol 26(10):566–572 Betancor L, Luckarift HR (2008) Bioinspired enzyme encapsulation for biocatalysis. Trends Biotechnol 26(10):566–572
352.
Zurück zum Zitat Andre R, Tahir MN, Natalio F, Tremel W (2012) Bioinspired synthesis of multifunctional inorganic and bio-organic hybrid materials. FEBS J 279(10):1737–1749 Andre R, Tahir MN, Natalio F, Tremel W (2012) Bioinspired synthesis of multifunctional inorganic and bio-organic hybrid materials. FEBS J 279(10):1737–1749
353.
Zurück zum Zitat Drauz K, Gröger H, May O (2012) Enzyme catalysis in organic synthesis, 3rd edn. Wiley-VCH, Weinheim, Germany Drauz K, Gröger H, May O (2012) Enzyme catalysis in organic synthesis, 3rd edn. Wiley-VCH, Weinheim, Germany
354.
Zurück zum Zitat Kirk O, Borchert TV, Fuglsang CC (2002) Industrial enzyme applications. Curr Opin Biotechnol 13(4):345–351 Kirk O, Borchert TV, Fuglsang CC (2002) Industrial enzyme applications. Curr Opin Biotechnol 13(4):345–351
355.
Zurück zum Zitat Rasor JP, Voss E (2001) Enzyme-catalyzed processes in pharmaceutical industry. Appl Catal A Gen. 221(1–2):145–158 Rasor JP, Voss E (2001) Enzyme-catalyzed processes in pharmaceutical industry. Appl Catal A Gen. 221(1–2):145–158
356.
Zurück zum Zitat Adrio JL, Demain AL (2014) Microbial enzymes: tools for biotechnological processes. Biomolecules 4(1):117–139 Adrio JL, Demain AL (2014) Microbial enzymes: tools for biotechnological processes. Biomolecules 4(1):117–139
357.
Zurück zum Zitat Smith DR, Grüschow S, Goss RJ (2013) Scope and potential of halogenases in biosynthetic applications. Curr Opin Chem Biol 17(2):276–283 Smith DR, Grüschow S, Goss RJ (2013) Scope and potential of halogenases in biosynthetic applications. Curr Opin Chem Biol 17(2):276–283
358.
Zurück zum Zitat Brown S, O’Connor SE (2015) Halogenase engineering for the generation of new natural product analogues. ChemBioChem 16(15):2129–2135 Brown S, O’Connor SE (2015) Halogenase engineering for the generation of new natural product analogues. ChemBioChem 16(15):2129–2135
359.
Zurück zum Zitat Schmid A, Dordick JS, Hauer B, Kiener A, Wubbolts M, Witholt B (2001) Industrial biocatalysis today and tomorrow. Nature 409(6817):258–268 Schmid A, Dordick JS, Hauer B, Kiener A, Wubbolts M, Witholt B (2001) Industrial biocatalysis today and tomorrow. Nature 409(6817):258–268
360.
Zurück zum Zitat Mateo C, Palomo JM, Fernandez-Lorente G, Guisan JM, Fernandez-Lafuente R (2007) Improvement of enzyme activity, stability and selectivity via immobilization techniques. Enzyme Microb Technol 40(6):1451–1644 Mateo C, Palomo JM, Fernandez-Lorente G, Guisan JM, Fernandez-Lafuente R (2007) Improvement of enzyme activity, stability and selectivity via immobilization techniques. Enzyme Microb Technol 40(6):1451–1644
361.
Zurück zum Zitat Iyer PV, Ananthanarayan L (2008) Enzyme stability and stabilization—aqueous and non-aqueous environment. Process Biochem 43(10):1019–1032 Iyer PV, Ananthanarayan L (2008) Enzyme stability and stabilization—aqueous and non-aqueous environment. Process Biochem 43(10):1019–1032
362.
Zurück zum Zitat Que L, Tolman WB (2008) Biologically inspired oxidation catalysis. Nature 455(7211):333–340 Que L, Tolman WB (2008) Biologically inspired oxidation catalysis. Nature 455(7211):333–340
363.
Zurück zum Zitat Lu Y, Yeung N, Sieracki N, Marshall NM (2009) Design of functional metalloproteins. Nature 460(7252):855–862 Lu Y, Yeung N, Sieracki N, Marshall NM (2009) Design of functional metalloproteins. Nature 460(7252):855–862
364.
Zurück zum Zitat Kirby AJ, Hollfelder F (2009) From enzyme models to model enzymes. RSC Publishing, Cambridge UK, pp 1–273 Kirby AJ, Hollfelder F (2009) From enzyme models to model enzymes. RSC Publishing, Cambridge UK, pp 1–273
365.
Zurück zum Zitat Bezzu CG, Helliwell M, Warren JE, Allan DR, McKeown NB (2010) Heme-like coordination chemistry within nanoporous molecular crystals. Science 327(5973):1627–1630 Bezzu CG, Helliwell M, Warren JE, Allan DR, McKeown NB (2010) Heme-like coordination chemistry within nanoporous molecular crystals. Science 327(5973):1627–1630
366.
Zurück zum Zitat Grzybowski BA, Huck WTS (2016) The nanotechnology of life-inspired systems. Nat Nanotechnol 11(7):585–592 Grzybowski BA, Huck WTS (2016) The nanotechnology of life-inspired systems. Nat Nanotechnol 11(7):585–592
367.
Zurück zum Zitat Rothenberg G (2008) Catalysis—concepts and green applications. Wiley-VCH, Weinheim, Germany, pp 1–38 Rothenberg G (2008) Catalysis—concepts and green applications. Wiley-VCH, Weinheim, Germany, pp 1–38
368.
Zurück zum Zitat André R, Natálio F, Tremel W (2013) in New future developments in catalysis. In: Suib S (ed), 1st ed. Elsevier, pp 149–173 André R, Natálio F, Tremel W (2013) in New future developments in catalysis. In: Suib S (ed), 1st ed. Elsevier, pp 149–173
369.
Zurück zum Zitat Deutschmann O, Knözinger H, Kochloefl K, Turek T (2009) Ullmann’s encyclopedia of industrial chemistry. Wiley-VCH, Weinheim, Germany, pp 1–110 Deutschmann O, Knözinger H, Kochloefl K, Turek T (2009) Ullmann’s encyclopedia of industrial chemistry. Wiley-VCH, Weinheim, Germany, pp 1–110
370.
Zurück zum Zitat Wang Z, Ding K, Uozumi Y (2008) Handbook of asymmetric heterogeous catalalysis. Wiley-VCH, Weinheim, Germany, pp 1–24 Wang Z, Ding K, Uozumi Y (2008) Handbook of asymmetric heterogeous catalalysis. Wiley-VCH, Weinheim, Germany, pp 1–24
371.
Zurück zum Zitat Callender R, Dyer RB (2015) Molecular designs for controlling the local environments around metal Ions. Acc Chem Res 48(8):407–414 Callender R, Dyer RB (2015) Molecular designs for controlling the local environments around metal Ions. Acc Chem Res 48(8):407–414
372.
Zurück zum Zitat Roduner E (2014) Understanding catalysis. Chem Soc Rev 43(24):8226–8239 Roduner E (2014) Understanding catalysis. Chem Soc Rev 43(24):8226–8239
373.
Zurück zum Zitat del Pino P, Pelaz B, Zhang Q, Maffre P, Nienhaus GU, Parak WJ (2014) Protein corona formation around nanoparticles—from the past to the future. Mater. Horiz. 1(3):301–313 del Pino P, Pelaz B, Zhang Q, Maffre P, Nienhaus GU, Parak WJ (2014) Protein corona formation around nanoparticles—from the past to the future. Mater. Horiz. 1(3):301–313
374.
Zurück zum Zitat André R, Natálio F, Humanes M, Leppin J, Heinze K, Wever R, Schröder HC, Müller WEG, Tremel W (2011) V2O5 nanowires with an intrinsic peroxidase-like activity. Adv Funct Mater 21(3):501–509 André R, Natálio F, Humanes M, Leppin J, Heinze K, Wever R, Schröder HC, Müller WEG, Tremel W (2011) V2O5 nanowires with an intrinsic peroxidase-like activity. Adv Funct Mater 21(3):501–509
375.
Zurück zum Zitat Tahir MN, André R, Sahoo JK, Jochum FD, Theato P, Natalio F, Berger R, Branscheid R, Kolb U, Tremel W (2011) Hydrogen peroxide sensors for cellular imaging based on horse radish peroxidase reconstituted on polymer-functionalized TiO2 nanorods. Nanoscale 3(9):3907–3914 Tahir MN, André R, Sahoo JK, Jochum FD, Theato P, Natalio F, Berger R, Branscheid R, Kolb U, Tremel W (2011) Hydrogen peroxide sensors for cellular imaging based on horse radish peroxidase reconstituted on polymer-functionalized TiO2 nanorods. Nanoscale 3(9):3907–3914
376.
Zurück zum Zitat Kluenker M, Tahir MN, Ragg R, Korschelt K, Simon P, Gorelik TE, Barton B, Shylin SI, Panthöfer M, Herzberger J, Frey H, Ksenofontov V, Möller A, Kolb U, Grin J, Tremel W (2017) Pd@Fe2O3 superparticles with enhanced peroxidase activity by solution phase epitaxial growth. Chem Mater 29(3):1134–1146 Kluenker M, Tahir MN, Ragg R, Korschelt K, Simon P, Gorelik TE, Barton B, Shylin SI, Panthöfer M, Herzberger J, Frey H, Ksenofontov V, Möller A, Kolb U, Grin J, Tremel W (2017) Pd@Fe2O3 superparticles with enhanced peroxidase activity by solution phase epitaxial growth. Chem Mater 29(3):1134–1146
377.
Zurück zum Zitat Shin HY, Park TJ, Kim MI (2015) Recent research trends and future prospects in nanozymes. J Nanomater 2015:1 Shin HY, Park TJ, Kim MI (2015) Recent research trends and future prospects in nanozymes. J Nanomater 2015:1
378.
Zurück zum Zitat Solomon EI, Decker A, Lehnert N (2003) Non-heme iron enzymes: contrasts to heme catalysis. Proc Natl Acad Sci USA 100(7):3589–3594 Solomon EI, Decker A, Lehnert N (2003) Non-heme iron enzymes: contrasts to heme catalysis. Proc Natl Acad Sci USA 100(7):3589–3594
379.
Zurück zum Zitat Jittam P, Boonsiri P, Promptmas C, Sriwattanarothai N, Archavarungson N, Ruenwongsa P, Panijpan B (2009) Red seaweed enzyme-catalyzed bromination of bromophenol red: an inquiry-based kinetics laboratory experiment for undergraduates. Biochem Mol Biol Educ 37(2):99–105 Jittam P, Boonsiri P, Promptmas C, Sriwattanarothai N, Archavarungson N, Ruenwongsa P, Panijpan B (2009) Red seaweed enzyme-catalyzed bromination of bromophenol red: an inquiry-based kinetics laboratory experiment for undergraduates. Biochem Mol Biol Educ 37(2):99–105
380.
Zurück zum Zitat Lee Y, von Gunten U (2010) Oxidative transformation of micropollutants during municipal wastewater treatment: comparison of kinetic aspects of selective (chlorine, chlorine dioxide, ferrate VI, and ozone) and non-selective oxidants (hydroxyl radical). Water Res 44(2):555–566 Lee Y, von Gunten U (2010) Oxidative transformation of micropollutants during municipal wastewater treatment: comparison of kinetic aspects of selective (chlorine, chlorine dioxide, ferrate VI, and ozone) and non-selective oxidants (hydroxyl radical). Water Res 44(2):555–566
381.
Zurück zum Zitat Gallard H, Pellizzari F, Croué JP, Legube B (2003) Rate constants of reactions of bromine with phenols in aqueous solution. Water Res 37(12):2883–2892 Gallard H, Pellizzari F, Croué JP, Legube B (2003) Rate constants of reactions of bromine with phenols in aqueous solution. Water Res 37(12):2883–2892
382.
Zurück zum Zitat Gazda M, Margerum DW (1994) Reactions of monochloramine with bromine, tribromide, hypobromous acid and hypobromite: formation of bromochloramines. Inorg Chem 33(1):118–123 Gazda M, Margerum DW (1994) Reactions of monochloramine with bromine, tribromide, hypobromous acid and hypobromite: formation of bromochloramines. Inorg Chem 33(1):118–123
383.
Zurück zum Zitat Acero JL, Piriou P, von Gunten U (2005) Kinetics and mechanisms of formation of bromophenols during drinking water chlorination: assessment of taste and odor development. Water Res 39(13):2979–2993 Acero JL, Piriou P, von Gunten U (2005) Kinetics and mechanisms of formation of bromophenols during drinking water chlorination: assessment of taste and odor development. Water Res 39(13):2979–2993
384.
Zurück zum Zitat von Gunten U, Pinkernell U (2000) Ozonation of bromide-containing drinking waters:a delicate balance between disinfection and bromate formation. Water Sci Technol 41(7):53–59 von Gunten U, Pinkernell U (2000) Ozonation of bromide-containing drinking waters:a delicate balance between disinfection and bromate formation. Water Sci Technol 41(7):53–59
385.
Zurück zum Zitat von Gunten U (2003) Ozonation of drinking water: part II. Disinfection and by-product formation in presence of bromide, iodide or chlorine. Water Res 37(7):1469–1487 von Gunten U (2003) Ozonation of drinking water: part II. Disinfection and by-product formation in presence of bromide, iodide or chlorine. Water Res 37(7):1469–1487
386.
Zurück zum Zitat Deborde M, von Gunten U (2008) Reactions of chlorine with inorganic and organic compounds during water treatment-Kinetics and mechanisms: a critical review. Water Res 42(1–2):13–51 Deborde M, von Gunten U (2008) Reactions of chlorine with inorganic and organic compounds during water treatment-Kinetics and mechanisms: a critical review. Water Res 42(1–2):13–51
387.
Zurück zum Zitat Goodwin JGJ, Kim S, Rhodes WD (2007) Turnover frequencies in metal catalysis: Meanings, functionalities and relationships. In: Spivey JJ, Roberts GW (eds) Catalysis, vol 17. RSC Publishing, pp 320–347 Goodwin JGJ, Kim S, Rhodes WD (2007) Turnover frequencies in metal catalysis: Meanings, functionalities and relationships. In: Spivey JJ, Roberts GW (eds) Catalysis, vol 17. RSC Publishing, pp 320–347
388.
Zurück zum Zitat Korschelt K, Ragg R, Metzger CS, Kluenker M, Oster M, Barton B, Panthöfer M, Strand D, Kolb U, Mondeshki M, Strand S, Brieger J, Tahir MN, Tremel W (2017) Glycine-functionalized copper(II) hydroxide nanoparticles with high intrinsic superoxide dismutase activity. Nanoscale 9(11):3952–3960 Korschelt K, Ragg R, Metzger CS, Kluenker M, Oster M, Barton B, Panthöfer M, Strand D, Kolb U, Mondeshki M, Strand S, Brieger J, Tahir MN, Tremel W (2017) Glycine-functionalized copper(II) hydroxide nanoparticles with high intrinsic superoxide dismutase activity. Nanoscale 9(11):3952–3960
389.
Zurück zum Zitat Sels B, De Vos D, Buntinx M, Pierard F, Kirsch-De Mesmaeker A, Jacobs P (1999) Layered double hydroxides exchanged with tungstate as biomimetic catalysts for mild oxidative bromination. Nature 400(6747):855–857 Sels B, De Vos D, Buntinx M, Pierard F, Kirsch-De Mesmaeker A, Jacobs P (1999) Layered double hydroxides exchanged with tungstate as biomimetic catalysts for mild oxidative bromination. Nature 400(6747):855–857
390.
Zurück zum Zitat Sels BF, De Vos DE, Buntinx M, Jacobs PA (2003) Transition metal anion exchanged layered double hydroxides as a bioinspired model of vanadium bromoperoxidase. J Catal 216(1–2):288–297 Sels BF, De Vos DE, Buntinx M, Jacobs PA (2003) Transition metal anion exchanged layered double hydroxides as a bioinspired model of vanadium bromoperoxidase. J Catal 216(1–2):288–297
391.
Zurück zum Zitat Shannon RD (1976) Revised effective ionic radii and systematic studies of interatomic distances in halides and chalcogenides. Acta Crystallogr A 32(5):751–767 Shannon RD (1976) Revised effective ionic radii and systematic studies of interatomic distances in halides and chalcogenides. Acta Crystallogr A 32(5):751–767
392.
Zurück zum Zitat Pearson RG (1997) Chemical hardness applications from molecules to solids. Wiley-VCH, Weinheim, Germany Pearson RG (1997) Chemical hardness applications from molecules to solids. Wiley-VCH, Weinheim, Germany
393.
Zurück zum Zitat Livage J (1991) Vanadium pentoxide gels. Chem Mater 3(4):578–593 Livage J (1991) Vanadium pentoxide gels. Chem Mater 3(4):578–593
394.
Zurück zum Zitat Mallick S, Parida KM (2007) Studies on heteropoly acid supported zirconia II. Liquid phase bromination of phenol and various organic substrates Catal Commun 8(6):889–893 Mallick S, Parida KM (2007) Studies on heteropoly acid supported zirconia II. Liquid phase bromination of phenol and various organic substrates Catal Commun 8(6):889–893
395.
Zurück zum Zitat Choi H, Chang YY, Kwon YU, Han OH (2003) Incorporation of decavanadate ions into silica gels and mesostructured silica walls. Chem Mater 15(17):3261–3267 Choi H, Chang YY, Kwon YU, Han OH (2003) Incorporation of decavanadate ions into silica gels and mesostructured silica walls. Chem Mater 15(17):3261–3267
396.
Zurück zum Zitat Narender N, Mohan K, Vinod Reddy R, Srinivasu P, Kulkarni SJ, Raghavan KV (2003) Liquid phase bromination of phenols using potassium bromide and hydrogen peroxide over zeolites. J Mol Catal A: Chem 192(1–2):73–77 Narender N, Mohan K, Vinod Reddy R, Srinivasu P, Kulkarni SJ, Raghavan KV (2003) Liquid phase bromination of phenols using potassium bromide and hydrogen peroxide over zeolites. J Mol Catal A: Chem 192(1–2):73–77
397.
Zurück zum Zitat Maurya MR, Kumar A, Manikandan P, Chand S (2004) Synthesis, characterisation and catalytic potential of oxovanadium(IV) based coordination polymers having a bridging methylene group. Appl Catal A Gen 277(1–2):45–53 Maurya MR, Kumar A, Manikandan P, Chand S (2004) Synthesis, characterisation and catalytic potential of oxovanadium(IV) based coordination polymers having a bridging methylene group. Appl Catal A Gen 277(1–2):45–53
398.
Zurück zum Zitat Maurya MR, Kumar U, Manikandan P (2006) Polymer supported vanadium and molybdenum complexes as potential catalysts for the oxidation and oxidative bromination of organic substrates. Dalton Trans 29:3561–3575 Maurya MR, Kumar U, Manikandan P (2006) Polymer supported vanadium and molybdenum complexes as potential catalysts for the oxidation and oxidative bromination of organic substrates. Dalton Trans 29:3561–3575
399.
Zurück zum Zitat Maurya MR, Chaudhary N, Avecilla F (2014) Polymer-grafted and neat vanadium(V) complexes as functional mimics of haloperoxidases. Polyhedron 67(1):436–448 Maurya MR, Chaudhary N, Avecilla F (2014) Polymer-grafted and neat vanadium(V) complexes as functional mimics of haloperoxidases. Polyhedron 67(1):436–448
400.
Zurück zum Zitat Maurya MR, Kumar M, Arya A (2008) Model dioxovanadium(V) complexes through direct immobilization on polymer support, their characterization and catalytic activities. Catal Commun 10(2):187–191 Maurya MR, Kumar M, Arya A (2008) Model dioxovanadium(V) complexes through direct immobilization on polymer support, their characterization and catalytic activities. Catal Commun 10(2):187–191
401.
Zurück zum Zitat Maurya MR, Chaudhary N, Kumar A, Avecilla F, Costa Pessoa J (2014) Polystyrene bound dioxidovanadium(V) complexes of 2-acetylpyridine derived ligands for catalytic oxidations. Inorg Chim Acta 420:24–38 Maurya MR, Chaudhary N, Kumar A, Avecilla F, Costa Pessoa J (2014) Polystyrene bound dioxidovanadium(V) complexes of 2-acetylpyridine derived ligands for catalytic oxidations. Inorg Chim Acta 420:24–38
402.
Zurück zum Zitat Bhunia S, Saha D, Koner S (2011) MCM-41-supported Oxo-vanadium(IV) complex: a highly selective heterogeneous catalyst for the bromination of hydroxy aromatic compounds in water. Langmuir 27(24):15322–15329 Bhunia S, Saha D, Koner S (2011) MCM-41-supported Oxo-vanadium(IV) complex: a highly selective heterogeneous catalyst for the bromination of hydroxy aromatic compounds in water. Langmuir 27(24):15322–15329
403.
Zurück zum Zitat Maurya MR, Saklani H, Agarwal S (2004) Oxidative bromination of salicylaldehyde by potassium bromide/H2O2 catalysed by dioxovanadium(V) complexes encapsulated in zeolite–Y: a functional model of haloperoxidases. Catal Commun 5(10):563–568 Maurya MR, Saklani H, Agarwal S (2004) Oxidative bromination of salicylaldehyde by potassium bromide/H2O2 catalysed by dioxovanadium(V) complexes encapsulated in zeolite–Y: a functional model of haloperoxidases. Catal Commun 5(10):563–568
404.
Zurück zum Zitat Sels BF, Levecque P, Brosius R, De Vos DE, Jacobs PA, Gammon DW, Kinfe HH (2005) A new catalytic route for the oxidative halogenation of cyclic enol ethers using tungstate exchanged on takovite. Adv Synth Catal 347(1):93–104 Sels BF, Levecque P, Brosius R, De Vos DE, Jacobs PA, Gammon DW, Kinfe HH (2005) A new catalytic route for the oxidative halogenation of cyclic enol ethers using tungstate exchanged on takovite. Adv Synth Catal 347(1):93–104
405.
Zurück zum Zitat Choudary BM, Someshwar T, Kantam ML, Reddy CV (2004) Molybdate-exchanged Mg–Al–LDH catalyst: an eco-compatible route for the synthesis of β-bromostyrenes in aqueous medium. Catal Commun 5(5):215–219 Choudary BM, Someshwar T, Kantam ML, Reddy CV (2004) Molybdate-exchanged Mg–Al–LDH catalyst: an eco-compatible route for the synthesis of β-bromostyrenes in aqueous medium. Catal Commun 5(5):215–219
406.
Zurück zum Zitat Sels BF, De Vos DE, Jacobs PA (1997) Catalytic oxidations by in situ generated peroxotungsten complexes immobilized on layered double hydroxides (LDH): relation between catalytic properties and peroxotungstate micro-environment. In: Grasselli RK, Oyama ST, Gaffney AM, Lyons JE (eds) 3rd world congress on oxidation catalysis, vol 110, pp 1051–1059 Sels BF, De Vos DE, Jacobs PA (1997) Catalytic oxidations by in situ generated peroxotungsten complexes immobilized on layered double hydroxides (LDH): relation between catalytic properties and peroxotungstate micro-environment. In: Grasselli RK, Oyama ST, Gaffney AM, Lyons JE (eds) 3rd world congress on oxidation catalysis, vol 110, pp 1051–1059
407.
Zurück zum Zitat Molinari A, Varani G, Polo E, Vaccari S, Maldotti A (2007) Photocatalytic and catalytic activity of heterogenized W10O324− in the bromide-assisted bromination of arenes and alkenes in the presence of oxygen. J Mol Catal A 262(1–2):156–163 Molinari A, Varani G, Polo E, Vaccari S, Maldotti A (2007) Photocatalytic and catalytic activity of heterogenized W10O324− in the bromide-assisted bromination of arenes and alkenes in the presence of oxygen. J Mol Catal A 262(1–2):156–163
408.
Zurück zum Zitat Doggali P, Waghmare S, Rayalu S, Teraoka Y, Labhsetwar N (2011) Transition metals supported on mesoporous ZrO2 for the catalytic control of indoor CO and PM emissions. J Mol Catal A 347(1–2):52–59 Doggali P, Waghmare S, Rayalu S, Teraoka Y, Labhsetwar N (2011) Transition metals supported on mesoporous ZrO2 for the catalytic control of indoor CO and PM emissions. J Mol Catal A 347(1–2):52–59
409.
Zurück zum Zitat Thomas JM, Raja R (2004) Catalytic significance of organometallic compounds immobilized on mesoporous silica: economically and environmentally important examples. J Organomet Chem 689(24):4110–4124 Thomas JM, Raja R (2004) Catalytic significance of organometallic compounds immobilized on mesoporous silica: economically and environmentally important examples. J Organomet Chem 689(24):4110–4124
410.
Zurück zum Zitat Rajagopal R, Siddiqui SA, Daniel T, Lahoti RJ, Srinivasan KV (2004) Regioselective side-chain as well as nuclear monobromination of aromatic substrates withN-bromosuccinimide using phosphotungstic acid supported on zirconia as a heterogeneous catalyst. J Mol Catal A 210(1–2):165–169 Rajagopal R, Siddiqui SA, Daniel T, Lahoti RJ, Srinivasan KV (2004) Regioselective side-chain as well as nuclear monobromination of aromatic substrates withN-bromosuccinimide using phosphotungstic acid supported on zirconia as a heterogeneous catalyst. J Mol Catal A 210(1–2):165–169
411.
Zurück zum Zitat Firouzabadi H, Iranpoor N, Amani K (2003) Heteropoly acid cesium salt/cetyltrimethylammonium bromide a catalytic heterogeneous system which highly controls regioselective bromination of aromatic compounds with bromine. J Mol Catal A 195(1–2):289–294 Firouzabadi H, Iranpoor N, Amani K (2003) Heteropoly acid cesium salt/cetyltrimethylammonium bromide a catalytic heterogeneous system which highly controls regioselective bromination of aromatic compounds with bromine. J Mol Catal A 195(1–2):289–294
412.
Zurück zum Zitat Mallik S, Parida KM, Dash SS (2007) Studies on heteropoly acid supported zirconia: III: oxidative bromination of phenol using phosphotungstic acid supported on zirconia. J Mol Catal A 261(2):1721–1779 Mallik S, Parida KM, Dash SS (2007) Studies on heteropoly acid supported zirconia: III: oxidative bromination of phenol using phosphotungstic acid supported on zirconia. J Mol Catal A 261(2):1721–1779
413.
Zurück zum Zitat Wong ST, Hwang CC, Mou CY (2006) Tungstated zirconia catalyzed bromination of phenol red under nearly neutral solution. Appl Catal B 63(1–2):1–8 Wong ST, Hwang CC, Mou CY (2006) Tungstated zirconia catalyzed bromination of phenol red under nearly neutral solution. Appl Catal B 63(1–2):1–8
414.
Zurück zum Zitat Das DP, Parida KM (2006) Liquid phase bromination of phenol: III. Over heteropoly acid (HPA)-impregnated titanium phosphate (TiP). J Mol Catal A Chem 253(1–2):70–78 Das DP, Parida KM (2006) Liquid phase bromination of phenol: III. Over heteropoly acid (HPA)-impregnated titanium phosphate (TiP). J Mol Catal A Chem 253(1–2):70–78
415.
Zurück zum Zitat Peng L, Liu Y, Kim N, Readman JE, Grey CP (2005) Detection of Brønsted acid sites in zeolite HY with high-field 17O-MAS-NMR techniques. Nat Mater 4(3):216–219 Peng L, Liu Y, Kim N, Readman JE, Grey CP (2005) Detection of Brønsted acid sites in zeolite HY with high-field 17O-MAS-NMR techniques. Nat Mater 4(3):216–219
416.
Zurück zum Zitat Walker JV, Morey M, Carlsson H, Davidson A, Stucky GD, Butler A (1997) Peroxidative halogenation catalyzed by transition-metal-ion-grafted mesoporous silicate materials. J Am Chem Soc 119(29):6921–6922 Walker JV, Morey M, Carlsson H, Davidson A, Stucky GD, Butler A (1997) Peroxidative halogenation catalyzed by transition-metal-ion-grafted mesoporous silicate materials. J Am Chem Soc 119(29):6921–6922
417.
Zurück zum Zitat Chen AJ, Chen XR, Mou CY (2010) Highly regioselective oxybromination in an aqueous system using SBA-15 supported sulfated zirconia catalyst. J Chin Chem Soc 57(4B):820–828 Chen AJ, Chen XR, Mou CY (2010) Highly regioselective oxybromination in an aqueous system using SBA-15 supported sulfated zirconia catalyst. J Chin Chem Soc 57(4B):820–828
418.
Zurück zum Zitat Riley DP (1999) Functional mimics of superoxide dismutase enzymes as therapeutic agents. Chem Rev 99(9):2573–2588 Riley DP (1999) Functional mimics of superoxide dismutase enzymes as therapeutic agents. Chem Rev 99(9):2573–2588
419.
Zurück zum Zitat Jameson GB, Ibers JA (1994) Bioinorganic chemistry. In: Bertini I, Gray HB, Lippard SJ, Valentine JS (eds). University Science Books, Mill Valley, CA, pp 167–252 Jameson GB, Ibers JA (1994) Bioinorganic chemistry. In: Bertini I, Gray HB, Lippard SJ, Valentine JS (eds). University Science Books, Mill Valley, CA, pp 167–252
420.
Zurück zum Zitat Islam SM, Ghosh K, Roy AS, Salam N, Chatterjee T (2014) Oxidation and oxidative bromination reactions catalyzed by a reusable polymer-anchored iron(III) complex in water at room temperature. J Inorg Organomet Polym Mater 24(2):457–467 Islam SM, Ghosh K, Roy AS, Salam N, Chatterjee T (2014) Oxidation and oxidative bromination reactions catalyzed by a reusable polymer-anchored iron(III) complex in water at room temperature. J Inorg Organomet Polym Mater 24(2):457–467
421.
Zurück zum Zitat Islam SM, Roy AS, Mondal P, Salam N, Paul S (2013) Polymer-anchored Cu(II) complex as an efficient catalyst for selective and mild oxidation of sulfides and oxidative bromination reaction. Catal Lett 143(2):225–233 Islam SM, Roy AS, Mondal P, Salam N, Paul S (2013) Polymer-anchored Cu(II) complex as an efficient catalyst for selective and mild oxidation of sulfides and oxidative bromination reaction. Catal Lett 143(2):225–233
422.
Zurück zum Zitat Sharma RK, Sharma C (2010) Oxidative bromination reaction using Cu2+-perfluorophthalocyanine-immobilized silica gel catalyst under mild reaction conditions. Tetrahedron Lett 51(33):4415–4418 Sharma RK, Sharma C (2010) Oxidative bromination reaction using Cu2+-perfluorophthalocyanine-immobilized silica gel catalyst under mild reaction conditions. Tetrahedron Lett 51(33):4415–4418
423.
Zurück zum Zitat Raja R, Ratnasamy RP (1997) Oxyhalogenation of aromatics over copper phthalocyanines encapsulated in zeolites. J Catal 170(2):244–253 Raja R, Ratnasamy RP (1997) Oxyhalogenation of aromatics over copper phthalocyanines encapsulated in zeolites. J Catal 170(2):244–253
424.
Zurück zum Zitat Chen AJ, Wong ST, Hwang CC, Mou CY (2011) Highly efficient and regioselective halogenation over well dispersed rhenium-promoted mesoporous zirconia. ACS Catal 1(7):786–793 Chen AJ, Wong ST, Hwang CC, Mou CY (2011) Highly efficient and regioselective halogenation over well dispersed rhenium-promoted mesoporous zirconia. ACS Catal 1(7):786–793
425.
Zurück zum Zitat McMaster DM, Bennett SM, Tang Y, Finlay JA, Kowalke GL, Nedved B, Bright FV, Callow ME, Callow JA, Wendt DE, Hadfield MG, Detty MR (2009) Antifouling character of ‘active’ hybrid xerogel coatings with sequestered catalysts for the activation of hydrogen peroxide. Biofouling 25(1):21–33 McMaster DM, Bennett SM, Tang Y, Finlay JA, Kowalke GL, Nedved B, Bright FV, Callow ME, Callow JA, Wendt DE, Hadfield MG, Detty MR (2009) Antifouling character of ‘active’ hybrid xerogel coatings with sequestered catalysts for the activation of hydrogen peroxide. Biofouling 25(1):21–33
426.
Zurück zum Zitat Gatley C, Muller L, Lang M, Alberto E, Detty M (2015) Xerogel-sequestered silanated organochalcogenide catalysts for bromination with hydrogen peroxide and sodium bromide. Molecules 20(6):9616–9639 Gatley C, Muller L, Lang M, Alberto E, Detty M (2015) Xerogel-sequestered silanated organochalcogenide catalysts for bromination with hydrogen peroxide and sodium bromide. Molecules 20(6):9616–9639
427.
Zurück zum Zitat Das B, Venkateswarlu K, Mahender G, Mahender I (2005) A simple and efficient method for α-bromination of carbonyl compounds using N-bromosuccinimide in the presence of silica-supported sodium hydrogen sulfate as a heterogeneous catalyst. Tetrahedron Lett 46(17):3041–3044 Das B, Venkateswarlu K, Mahender G, Mahender I (2005) A simple and efficient method for α-bromination of carbonyl compounds using N-bromosuccinimide in the presence of silica-supported sodium hydrogen sulfate as a heterogeneous catalyst. Tetrahedron Lett 46(17):3041–3044
428.
Zurück zum Zitat Das B, Venkateswarlu K, Krishnaiah M, Holla H (2006) An efficient, rapid and regioselective nuclear bromination of aromatics and heteroaromatics with NBS using sulfonic-acid-functionalized silica as a heterogeneous recyclable catalyst. Tetrahedron Lett 47(49):8693–8697 Das B, Venkateswarlu K, Krishnaiah M, Holla H (2006) An efficient, rapid and regioselective nuclear bromination of aromatics and heteroaromatics with NBS using sulfonic-acid-functionalized silica as a heterogeneous recyclable catalyst. Tetrahedron Lett 47(49):8693–8697
429.
Zurück zum Zitat Paul V, Sudalai A, Daniel T, Srinivasan KV (1994) Regioselective bromination of activated aromatic substrates with N-bromosuccinimide over HZSM-5. Tetrahedron Lett 35(38):7055–7056 Paul V, Sudalai A, Daniel T, Srinivasan KV (1994) Regioselective bromination of activated aromatic substrates with N-bromosuccinimide over HZSM-5. Tetrahedron Lett 35(38):7055–7056
430.
Zurück zum Zitat Natalio F, André R, Hartog AF, Stoll B, Jochum KP, Wever R, Tremel W (2012) Vanadium pentoxide nanoparticles mimic vanadium haloperoxidases and thwart biofilm formation. Nat Nanotechnol 7(7):530–535 Natalio F, André R, Hartog AF, Stoll B, Jochum KP, Wever R, Tremel W (2012) Vanadium pentoxide nanoparticles mimic vanadium haloperoxidases and thwart biofilm formation. Nat Nanotechnol 7(7):530–535
431.
Zurück zum Zitat Rothenberg G, Clark JH (2000) On oxyhalogenation, acids, and non-mimics of bromoperoxidase enzymes. Green Chem 2(5):248–251 Rothenberg G, Clark JH (2000) On oxyhalogenation, acids, and non-mimics of bromoperoxidase enzymes. Green Chem 2(5):248–251
432.
Zurück zum Zitat Natalio F, André R, Pihan SA, Humanes M, Wever R, Tremel R (2011) V2O5 nanowires with an intrinsic iodination activity leading to the formation of self-assembled melanin-like biopolymers. J Mater Chem 21(32):11923–11929 Natalio F, André R, Pihan SA, Humanes M, Wever R, Tremel R (2011) V2O5 nanowires with an intrinsic iodination activity leading to the formation of self-assembled melanin-like biopolymers. J Mater Chem 21(32):11923–11929
433.
Zurück zum Zitat Bora U, Bose G, Chaudhuri MK, Dhar SS, Gopinath R, Khan AT, Patel BK (2000) Regioselective bromination of organic substrates by tetrabutylammonium bromide promoted by V2O5−H2O2: an environmentally favorable synthetic protocol. Org Lett 2(3):247–249 Bora U, Bose G, Chaudhuri MK, Dhar SS, Gopinath R, Khan AT, Patel BK (2000) Regioselective bromination of organic substrates by tetrabutylammonium bromide promoted by V2O5−H2O2: an environmentally favorable synthetic protocol. Org Lett 2(3):247–249
434.
Zurück zum Zitat Tilley JD (2008) Defects in solids. Wiley, Hoboken, NJ Tilley JD (2008) Defects in solids. Wiley, Hoboken, NJ
435.
Zurück zum Zitat Smith DM (2000) The defect chemistry of metal oxides. Oxford University Press, Oxford, UK Smith DM (2000) The defect chemistry of metal oxides. Oxford University Press, Oxford, UK
436.
Zurück zum Zitat Mehonic A, Kenyon AJ (2015) Defects at oxide surfaces. Springer, Cham, Germany Mehonic A, Kenyon AJ (2015) Defects at oxide surfaces. Springer, Cham, Germany
437.
Zurück zum Zitat Leyva-Pérez A, Cómbita-Merchán D, Cabrero-Antonino JR, Al-Resayes SI, Corma A (2013) Oxyhalogenation of activated arenes with nanocrystalline Ceria. ACS Catal 3(2):250–258 Leyva-Pérez A, Cómbita-Merchán D, Cabrero-Antonino JR, Al-Resayes SI, Corma A (2013) Oxyhalogenation of activated arenes with nanocrystalline Ceria. ACS Catal 3(2):250–258
438.
Zurück zum Zitat Huang W, Gao Y (2014) Morphology-dependent surface chemistry and catalysis of CeO2 nanocrystals. Catal Sci Technol 4(11):3772–3784 Huang W, Gao Y (2014) Morphology-dependent surface chemistry and catalysis of CeO2 nanocrystals. Catal Sci Technol 4(11):3772–3784
439.
Zurück zum Zitat Herget K, Tremel W (2016) Biozide zusammensetzung enthaltende ceroxide und damit hergestellte produkte. 2017–10-30PCT/EP2017/077827 Herget K, Tremel W (2016) Biozide zusammensetzung enthaltende ceroxide und damit hergestellte produkte. 2017–10-30PCT/EP2017/077827
440.
Zurück zum Zitat Rodríguez-López JN, Lowe DJ, Hernández-Ruiz J, Hiner ANP, García-Cánovas F, Thorneley RN (2001) Mechanism of reaction of hydrogen peroxide with horseradish peroxidase: identification of intermediates in the catalytic cycle. J Am Chem Soc 123(48):11838–11847 Rodríguez-López JN, Lowe DJ, Hernández-Ruiz J, Hiner ANP, García-Cánovas F, Thorneley RN (2001) Mechanism of reaction of hydrogen peroxide with horseradish peroxidase: identification of intermediates in the catalytic cycle. J Am Chem Soc 123(48):11838–11847
441.
Zurück zum Zitat Kahandal SS, Kale SR, Gawande MB, Zboril R, Varma RS, Jayaram RV (2014) Greener iodination of arenes using sulphated ceria–zirconia catalysts in polyethylene glycol. RSC Adv 4(12):6267–6274 Kahandal SS, Kale SR, Gawande MB, Zboril R, Varma RS, Jayaram RV (2014) Greener iodination of arenes using sulphated ceria–zirconia catalysts in polyethylene glycol. RSC Adv 4(12):6267–6274
442.
Zurück zum Zitat Zhang P, Sun D, Wen M, Yang J, Zhou K, Wang Z (2012) Hydroxyl radical promotes the direct iodination of aromatic compounds with iodine in water: A combined experimental and theoretical study. Adv Synth Catal 354(4):720–729 Zhang P, Sun D, Wen M, Yang J, Zhou K, Wang Z (2012) Hydroxyl radical promotes the direct iodination of aromatic compounds with iodine in water: A combined experimental and theoretical study. Adv Synth Catal 354(4):720–729
443.
Zurück zum Zitat Wever R (2010) Application of peroxidases. In: Dunford HB, Jones PA (eds) Peroxidases and catalases: biochemistry, biophysics, biotechnology and physiology. Wiley, pp 403–424 Wever R (2010) Application of peroxidases. In: Dunford HB, Jones PA (eds) Peroxidases and catalases: biochemistry, biophysics, biotechnology and physiology. Wiley, pp 403–424
444.
Zurück zum Zitat Wever R (1997) Mechanismsm of biological halogenation and dehalogenation. In: Jansen DB, Soda K, Wever R (eds) Proc Colloq Royal Netherlands Academie of Arts and Science, Amsterdam, pp 89–100 Wever R (1997) Mechanismsm of biological halogenation and dehalogenation. In: Jansen DB, Soda K, Wever R (eds) Proc Colloq Royal Netherlands Academie of Arts and Science, Amsterdam, pp 89–100
445.
Zurück zum Zitat Chung W, Vanderwal CD (2016) Stereoselective halogenation in natural product synthesis. Angew Chem Int Ed 55(14):4396–4434 Chung W, Vanderwal CD (2016) Stereoselective halogenation in natural product synthesis. Angew Chem Int Ed 55(14):4396–4434
446.
Zurück zum Zitat Li JJ, Gribble GW (2007) Palladium in heterocyclic chemistry: a guide for the synthetic chemist, 2nd edn. Elsevier, Oxford, UK Li JJ, Gribble GW (2007) Palladium in heterocyclic chemistry: a guide for the synthetic chemist, 2nd edn. Elsevier, Oxford, UK
447.
Zurück zum Zitat Kürti L, Czakó B (2005) Strategic applications of named reactions in organic synthesis, 1st edn. Elsevier, Amsterdam, Netherlands Kürti L, Czakó B (2005) Strategic applications of named reactions in organic synthesis, 1st edn. Elsevier, Amsterdam, Netherlands
448.
Zurück zum Zitat Hassan J, Sévignon M, Gozzi C, Schulz E, Lemaire M (2002) Aryl−Aryl bond formation one century after the discovery of the ullmann reaction. Chem Rev 102(5):1359–1470 Hassan J, Sévignon M, Gozzi C, Schulz E, Lemaire M (2002) Aryl−Aryl bond formation one century after the discovery of the ullmann reaction. Chem Rev 102(5):1359–1470
449.
Zurück zum Zitat Littlechild J (1999) Haloperoxidases and their role in biotransformation reaction. Curr Opin Chem Biol 3(1):28–34 Littlechild J (1999) Haloperoxidases and their role in biotransformation reaction. Curr Opin Chem Biol 3(1):28–34
450.
Zurück zum Zitat Hollmann F, Arends IWCE, Buehler K, Schallmey A, Bühler B (2011) Enzyme-mediated oxidations for the chemist. Green Chem 13(2):226–265 Hollmann F, Arends IWCE, Buehler K, Schallmey A, Bühler B (2011) Enzyme-mediated oxidations for the chemist. Green Chem 13(2):226–265
451.
Zurück zum Zitat Franssen MCR, Steunenberg P, Scott EL, Zuilhof H, Sanders JPM (2013) Immobilised enzymes in biorenewables production. Chem Soc Rev 42(15):6491–6533 Franssen MCR, Steunenberg P, Scott EL, Zuilhof H, Sanders JPM (2013) Immobilised enzymes in biorenewables production. Chem Soc Rev 42(15):6491–6533
452.
Zurück zum Zitat Ayala M, Verdin J, Vazquez-Duhalt R (2007) The prospects for peroxidase-based biorefining of petroleum fuels. Biocatal Biotrans 25(2–4):114–129 Ayala M, Verdin J, Vazquez-Duhalt R (2007) The prospects for peroxidase-based biorefining of petroleum fuels. Biocatal Biotrans 25(2–4):114–129
453.
Zurück zum Zitat Sassolas A, Blum KJ, Leca-Bouvier BD (2012) Immobilization strategies to develop enzymatic biosensors. Biotechnol Adv 30(3):489–511 Sassolas A, Blum KJ, Leca-Bouvier BD (2012) Immobilization strategies to develop enzymatic biosensors. Biotechnol Adv 30(3):489–511
454.
Zurück zum Zitat Uraisin K, Nacapricha D, Lapanantnoppakhun S, Grudpan K, Motomizu S (2005) Determination of trace amounts of bromide by flow injection/stopped-flow detection technique using kinetic-spectrophotometric method. Talanta 68(2):274–280 Uraisin K, Nacapricha D, Lapanantnoppakhun S, Grudpan K, Motomizu S (2005) Determination of trace amounts of bromide by flow injection/stopped-flow detection technique using kinetic-spectrophotometric method. Talanta 68(2):274–280
455.
Zurück zum Zitat Uraisin K, Takayanagi T, Oshima M, Nacapricha D, Motomizu S (2006) Kinetic-spectrophotometric method for the determination of trace amounts of bromide in seawater. Talanta 68(3):951–956 Uraisin K, Takayanagi T, Oshima M, Nacapricha D, Motomizu S (2006) Kinetic-spectrophotometric method for the determination of trace amounts of bromide in seawater. Talanta 68(3):951–956
456.
Zurück zum Zitat Borges EP, Lavorante AF, dos Reis BF (2005) Determination of bromide ions in seawater using flow system with chemiluminescence detection. Anal Chim Acta 528(1):115–119 Borges EP, Lavorante AF, dos Reis BF (2005) Determination of bromide ions in seawater using flow system with chemiluminescence detection. Anal Chim Acta 528(1):115–119
457.
Zurück zum Zitat Shi L, Liu X, Niu W, Li H, Han S, Chen J, Xu G (2009) Hydrogen peroxide biosensor based on direct electrochemistry of soybean peroxidase immobilized on single-walled carbon nanohorn modified electrode. Biosens Bioelectron 24(5):1159–1163 Shi L, Liu X, Niu W, Li H, Han S, Chen J, Xu G (2009) Hydrogen peroxide biosensor based on direct electrochemistry of soybean peroxidase immobilized on single-walled carbon nanohorn modified electrode. Biosens Bioelectron 24(5):1159–1163
458.
Zurück zum Zitat Yin H, Ai S, Shi W, Zhu L (2009) A novel hydrogen peroxide biosensor based on horseradish peroxidase immobilized on gold nanoparticles–silk fibroin modified glassy carbon electrode and direct electrochemistry of horseradish peroxidase. Sensors Actuators B Chem 137(2):747–753 Yin H, Ai S, Shi W, Zhu L (2009) A novel hydrogen peroxide biosensor based on horseradish peroxidase immobilized on gold nanoparticles–silk fibroin modified glassy carbon electrode and direct electrochemistry of horseradish peroxidase. Sensors Actuators B Chem 137(2):747–753
459.
Zurück zum Zitat Guedes EAC, da Silva TG, Aguiar JS, de Barros LD, Pinotti LM, Sant’Ana AEG (2013) Cytotoxic activity of marine algae against cancerous cells. Rev Bras Farmacogn 23(4):668–673 Guedes EAC, da Silva TG, Aguiar JS, de Barros LD, Pinotti LM, Sant’Ana AEG (2013) Cytotoxic activity of marine algae against cancerous cells. Rev Bras Farmacogn 23(4):668–673
460.
Zurück zum Zitat Clark RA, Klebanoff SJ, Einstein AB, Fefer A (1975) Peroxidase-H2O2-halide system: cytotoxic effect on mammalian tumor cells. Blood 45(2):161–170 Clark RA, Klebanoff SJ, Einstein AB, Fefer A (1975) Peroxidase-H2O2-halide system: cytotoxic effect on mammalian tumor cells. Blood 45(2):161–170
461.
Zurück zum Zitat Mohammed KA, Hossain CF, Zhang L, Bruick RK, Zhou YD, Nagle DG (2004) Laurenditerpenol, a new diterpene from the tropical marine alga Laurencia intricata that potently inhibits HIF-1 mediated hypoxic signaling in breast tumor cells. J Nat Prod 67(12):2002–2007 Mohammed KA, Hossain CF, Zhang L, Bruick RK, Zhou YD, Nagle DG (2004) Laurenditerpenol, a new diterpene from the tropical marine alga Laurencia intricata that potently inhibits HIF-1 mediated hypoxic signaling in breast tumor cells. J Nat Prod 67(12):2002–2007
462.
Zurück zum Zitat Smit AJ (2004) Medicinal and pharmaceutical uses of seaweed natural products: a review. J Appl Phycol 16(4):245–262 Smit AJ (2004) Medicinal and pharmaceutical uses of seaweed natural products: a review. J Appl Phycol 16(4):245–262
463.
Zurück zum Zitat llah Al-Saif SSA, Abdel-Raouf N, El-Wazanani HA, Aref IA (2014) Antibacterial substances from marine algae isolated from Jeddah coast of Red sea, Saudi Arabia. Saudi J Biol Sci 21(1):57–64 llah Al-Saif SSA, Abdel-Raouf N, El-Wazanani HA, Aref IA (2014) Antibacterial substances from marine algae isolated from Jeddah coast of Red sea, Saudi Arabia. Saudi J Biol Sci 21(1):57–64
464.
Zurück zum Zitat Oh KB, Lee JH, Chung SC, Shin J, Shin HJ, Kim HK, Lee HS (2008) Antimicrobial activities of the bromophenols from the red alga Odonthalia corymbifera and some synthetic derivatives. Bioorg Med Chem Lett 18(1):104–108 Oh KB, Lee JH, Chung SC, Shin J, Shin HJ, Kim HK, Lee HS (2008) Antimicrobial activities of the bromophenols from the red alga Odonthalia corymbifera and some synthetic derivatives. Bioorg Med Chem Lett 18(1):104–108
465.
Zurück zum Zitat Vairappan CS (2003) Potent antibacterial activity of halogenated metabolites from Malaysian red algae, Laurencia majuscula (Rhodomelaceae, Ceramiales). Biomol Eng 20(4–6):255–259 Vairappan CS (2003) Potent antibacterial activity of halogenated metabolites from Malaysian red algae, Laurencia majuscula (Rhodomelaceae, Ceramiales). Biomol Eng 20(4–6):255–259
466.
Zurück zum Zitat Cragg GM (1830) Newman DJ (2013) Natural products: a continuing source of novel drug leads. Biochim Biophys Acta 6:3670–3695 Cragg GM (1830) Newman DJ (2013) Natural products: a continuing source of novel drug leads. Biochim Biophys Acta 6:3670–3695
467.
Zurück zum Zitat Manivasagan P, Venkatesan J, Sivakumar K, Kim SK (2014) Pharmaceutically active secondary metabolites of marine actinobacteria. Microbiol Res 169(4):262–278 Manivasagan P, Venkatesan J, Sivakumar K, Kim SK (2014) Pharmaceutically active secondary metabolites of marine actinobacteria. Microbiol Res 169(4):262–278
468.
Zurück zum Zitat Cabrita MT, Vale C, Rauter AP (2010) Halogenated compounds from marine algae. Mar Drugs 8(8):2301–2317 Cabrita MT, Vale C, Rauter AP (2010) Halogenated compounds from marine algae. Mar Drugs 8(8):2301–2317
469.
Zurück zum Zitat Wanke T, Philippus AC, Zatelli GA, Vieira LFO, Lhullier C, Falkenberg M (2015) C15 acetogenins from the Laurencia complex: 50 years of research—an overview. Rev Bras Farmacogn 25(6):569–587 Wanke T, Philippus AC, Zatelli GA, Vieira LFO, Lhullier C, Falkenberg M (2015) C15 acetogenins from the Laurencia complex: 50 years of research—an overview. Rev Bras Farmacogn 25(6):569–587
470.
Zurück zum Zitat Rosenbaum RS, Kessler J (1984) Bactericidal compositions and methods. US Patent 4.473.550 Rosenbaum RS, Kessler J (1984) Bactericidal compositions and methods. US Patent 4.473.550
471.
Zurück zum Zitat Torres FAE, Passalacqua TG, Velásquez AMA, de Souza RA, Colepicolo P, Graminha MAS (2014) New drugs with antiprotozoal activity from marine algae: a review. Rev Bras Farmacogn 24(3):265–276 Torres FAE, Passalacqua TG, Velásquez AMA, de Souza RA, Colepicolo P, Graminha MAS (2014) New drugs with antiprotozoal activity from marine algae: a review. Rev Bras Farmacogn 24(3):265–276
472.
Zurück zum Zitat Wang BG, Gloer JB, Ji NY, Zhao JC (2013) Halogenated organic molecules of rhodomelaceae origin: chemistry and biology. Chem Rev 113(5):3632–3685 Wang BG, Gloer JB, Ji NY, Zhao JC (2013) Halogenated organic molecules of rhodomelaceae origin: chemistry and biology. Chem Rev 113(5):3632–3685
473.
Zurück zum Zitat Vairappan CS, Suzuki M, Ishii T, Okino T, Abe T, Masuda M (2008) Antibacterial activity of halogenated sesquiterpenes from Malaysian Laurencia spp. Phytochemistry 69(13):2490–2494 Vairappan CS, Suzuki M, Ishii T, Okino T, Abe T, Masuda M (2008) Antibacterial activity of halogenated sesquiterpenes from Malaysian Laurencia spp. Phytochemistry 69(13):2490–2494
474.
Zurück zum Zitat Renirie R, Dewilde A, Pierlot C, Wever R, Hober D, Aubry JM (2008) Bactericidal and virucidal activity of the alkalophilic P395D/L241 V/T343A mutant of vanadium chloroperoxidase. J Appl Microbiol 105(1):264–270 Renirie R, Dewilde A, Pierlot C, Wever R, Hober D, Aubry JM (2008) Bactericidal and virucidal activity of the alkalophilic P395D/L241 V/T343A mutant of vanadium chloroperoxidase. J Appl Microbiol 105(1):264–270
475.
Zurück zum Zitat Lane AL, Moore BS (2011) A sea of biosynthesis: marine natural products meet the molecular age. Nat Prod Rep 28(2):411–428 Lane AL, Moore BS (2011) A sea of biosynthesis: marine natural products meet the molecular age. Nat Prod Rep 28(2):411–428
476.
Zurück zum Zitat Snelgrove PVR (2016) An ocean of discovery: biodiversity beyond the census of marine life. Planta Med 82(9–10):790–799 Snelgrove PVR (2016) An ocean of discovery: biodiversity beyond the census of marine life. Planta Med 82(9–10):790–799
477.
Zurück zum Zitat Benitez FJ, Acero JL, Real FJ, Roldan G, Casas F (2011) Bromination of selected pharmaceuticals in water matrices. Chemosphere 85(9):1430–1437 Benitez FJ, Acero JL, Real FJ, Roldan G, Casas F (2011) Bromination of selected pharmaceuticals in water matrices. Chemosphere 85(9):1430–1437
478.
Zurück zum Zitat Rubiolo J, Alonso E, Cagide E (2014) Marine compounds as a starting point to drugs. In: Seafood and freshwater toxins. CRC Press, pp 1141–1178 Rubiolo J, Alonso E, Cagide E (2014) Marine compounds as a starting point to drugs. In: Seafood and freshwater toxins. CRC Press, pp 1141–1178
479.
Zurück zum Zitat Benaglia M (2009) Recoverable and recyclable catalysts. Wiley, Chichester, UK Benaglia M (2009) Recoverable and recyclable catalysts. Wiley, Chichester, UK
480.
Zurück zum Zitat Hansen EH, Albertsen L, Schäfer T, Frisvad JC, Molin S, Gram L, Scha T, Johansen C (2003) Curvularia haloperoxidase: antimicrobial activity and potential application as a surface disinfectant. Appl Environ Microbiol 69(8):4611–4617 Hansen EH, Albertsen L, Schäfer T, Frisvad JC, Molin S, Gram L, Scha T, Johansen C (2003) Curvularia haloperoxidase: antimicrobial activity and potential application as a surface disinfectant. Appl Environ Microbiol 69(8):4611–4617
481.
Zurück zum Zitat Johansson J, Christensen BE, Marie A, Danielsen S, Gjermansen M (2010) A method of obtaining high level disinfection in a washer disinfector, and a washer disinfector, WO 2010/046142 A2 Johansson J, Christensen BE, Marie A, Danielsen S, Gjermansen M (2010) A method of obtaining high level disinfection in a washer disinfector, and a washer disinfector, WO 2010/046142 A2
482.
Zurück zum Zitat Rothenberg G, Clark JH (2000) Vanadium-catalysed oxidative bromination using dilute mineral acids and hydrogen peroxide: an option for recycling waste acid streams. Org Process Res Dev 4(4):270–274 Rothenberg G, Clark JH (2000) Vanadium-catalysed oxidative bromination using dilute mineral acids and hydrogen peroxide: an option for recycling waste acid streams. Org Process Res Dev 4(4):270–274
483.
Zurück zum Zitat Barnett P, Hondmann DH, Henricus SL, Ter Steeg PF, Wever R (1995) Enzymatic antimicrobial compositions, WO 1995/27046 Barnett P, Hondmann DH, Henricus SL, Ter Steeg PF, Wever R (1995) Enzymatic antimicrobial compositions, WO 1995/27046
484.
Zurück zum Zitat Talbert JN, Goddard JM (2012) Enzymes on material surfaces. Colloids Surf B 93:8–19 Talbert JN, Goddard JM (2012) Enzymes on material surfaces. Colloids Surf B 93:8–19
485.
Zurück zum Zitat Railkin AI (2005) Marine biofouling: colonization processes and defenses. CRC Press Railkin AI (2005) Marine biofouling: colonization processes and defenses. CRC Press
486.
Zurück zum Zitat Nurioglu AG, Esteves ACC, de With G (2015) Non-toxic, non-biocide-release antifouling coatings based on molecular structure design for marine applications J Mater Chem B 3(32):6547–6570 Nurioglu AG, Esteves ACC, de With G (2015) Non-toxic, non-biocide-release antifouling coatings based on molecular structure design for marine applications J Mater Chem B 3(32):6547–6570
487.
Zurück zum Zitat Mohammed JS (2015) Micro- and nanotechnologies in plankton research. Prog Oceanogr 134(5):451–473 Mohammed JS (2015) Micro- and nanotechnologies in plankton research. Prog Oceanogr 134(5):451–473
488.
Zurück zum Zitat Lejars M, Margaillan A, Bressy C (2012) Fouling release coatings: a nontoxic alternative to biocidal antifouling coatings. Chem Rev 112(8):4347–4390 Lejars M, Margaillan A, Bressy C (2012) Fouling release coatings: a nontoxic alternative to biocidal antifouling coatings. Chem Rev 112(8):4347–4390
489.
Zurück zum Zitat Banerjee I, Pangule RC, Kane RS (2011) Antifouling coatings: recent developments in the design of surfaces that prevent fouling by proteins, bacteria, and marine organisms. Adv Mater 23(6):690–718 Banerjee I, Pangule RC, Kane RS (2011) Antifouling coatings: recent developments in the design of surfaces that prevent fouling by proteins, bacteria, and marine organisms. Adv Mater 23(6):690–718
490.
Zurück zum Zitat Dürr S, Thomason JC (2009) Biofouling. Wiley-Blackwell Dürr S, Thomason JC (2009) Biofouling. Wiley-Blackwell
491.
Zurück zum Zitat Flemming HC, Murthy PS, Venkatesan R, Cooksey KE (2009) Marine and industrial biofouling. Springer, Berlin, Heidelberg Flemming HC, Murthy PS, Venkatesan R, Cooksey KE (2009) Marine and industrial biofouling. Springer, Berlin, Heidelberg
492.
Zurück zum Zitat Dafforn KA, Lewis JA, Johnston EL (2011) Antifouling strategies: history and regulation, ecological impacts and mitigation. Mar Pollut Bull 62(3):453–465 Dafforn KA, Lewis JA, Johnston EL (2011) Antifouling strategies: history and regulation, ecological impacts and mitigation. Mar Pollut Bull 62(3):453–465
493.
Zurück zum Zitat Yebra DM, Kill S, Dam-Johansen K (2004) Antifouling technology—past, present and future steps towards efficient and environmentally friendly antifouling coatings. Prog Org Coatings 50(2):75–104 Yebra DM, Kill S, Dam-Johansen K (2004) Antifouling technology—past, present and future steps towards efficient and environmentally friendly antifouling coatings. Prog Org Coatings 50(2):75–104
494.
Zurück zum Zitat Kristensen JB, Meyer RL, Laursen BS, Shipovskov S, Besenbacher F, Poulsen CH (2008) Antifouling enzymes and the biochemistry of marine settlement. Biotechnol Adv 26(5):471–481 Kristensen JB, Meyer RL, Laursen BS, Shipovskov S, Besenbacher F, Poulsen CH (2008) Antifouling enzymes and the biochemistry of marine settlement. Biotechnol Adv 26(5):471–481
495.
Zurück zum Zitat Tornero V, Hanke G (2016) Identification of marine chemical contaminants released from sea-based sources. JRC Technical Reports. ISBN 978–92-79-60688-5 Tornero V, Hanke G (2016) Identification of marine chemical contaminants released from sea-based sources. JRC Technical Reports. ISBN 978–92-79-60688-5
496.
Zurück zum Zitat Konstantinou IK, Albanis TA (2004) Worldwide occurrence and effects of antifouling paint booster biocides in the aquatic environment: a review. Environ Int 30(2):235–248 Konstantinou IK, Albanis TA (2004) Worldwide occurrence and effects of antifouling paint booster biocides in the aquatic environment: a review. Environ Int 30(2):235–248
498.
Zurück zum Zitat Europäische Kommission, Durchführungsbeschluss (EU) 2016/107 Der Kommission vom 27. Januar 2016 zur Nichtgenehmigung von Cybutryn als altem Wirkstoff zur Verwendung in Biozidprodukten der Produktart 21 Europäische Kommission, Durchführungsbeschluss (EU) 2016/107 Der Kommission vom 27. Januar 2016 zur Nichtgenehmigung von Cybutryn als altem Wirkstoff zur Verwendung in Biozidprodukten der Produktart 21
499.
Zurück zum Zitat Mohr S, Berghahn R, Mailahn W, Schmiediche R, Feibicke M, Schmidt R (2009) Toxic and accumulative potential of the antifouling biocide and TBT successor irgarol on freshwater macrophytes: a pond mesocosm study. Environ Sci Technol 43(17):6838–6843 Mohr S, Berghahn R, Mailahn W, Schmiediche R, Feibicke M, Schmidt R (2009) Toxic and accumulative potential of the antifouling biocide and TBT successor irgarol on freshwater macrophytes: a pond mesocosm study. Environ Sci Technol 43(17):6838–6843
500.
Zurück zum Zitat Zhou JL (2008) Occurrence and persistence of antifouling biocide Irgarol 1051 and its main metabolite in the coastal waters of Southern England. Sci Total Environ 406(1–2):239–246 Zhou JL (2008) Occurrence and persistence of antifouling biocide Irgarol 1051 and its main metabolite in the coastal waters of Southern England. Sci Total Environ 406(1–2):239–246
501.
Zurück zum Zitat European Commission (DG, Environment) (2011) Technical support for the impact assessment of the review of priority substances under directive 2000/60/EC. Substance Assessment: Cybutryne European Commission (DG, Environment) (2011) Technical support for the impact assessment of the review of priority substances under directive 2000/60/EC. Substance Assessment: Cybutryne
502.
Zurück zum Zitat Scardino AJ, de Nys R (2011) Mini review: biomimetic models and bioinspired surfaces for fouling control. Biofouling 27(1):73–86 Scardino AJ, de Nys R (2011) Mini review: biomimetic models and bioinspired surfaces for fouling control. Biofouling 27(1):73–86
503.
Zurück zum Zitat Callow JA, Callow ME (2011) Trends in the development of environmentally friendly fouling-resistant marine coatings. Nat Commun 2:244 Callow JA, Callow ME (2011) Trends in the development of environmentally friendly fouling-resistant marine coatings. Nat Commun 2:244
504.
Zurück zum Zitat Chambers LD, Stokes KR, Walsh FC, Wood RJK (2006) Modern approaches to marine antifouling coatings. Surf Coatings Technol 201(6):3642–3652 Chambers LD, Stokes KR, Walsh FC, Wood RJK (2006) Modern approaches to marine antifouling coatings. Surf Coatings Technol 201(6):3642–3652
505.
Zurück zum Zitat Almeida E, Diamantino TC, de Sousa O (2007) Marine paints: the particular case of antifouling paints. Prog Org Coat 59(1):2–20 Almeida E, Diamantino TC, de Sousa O (2007) Marine paints: the particular case of antifouling paints. Prog Org Coat 59(1):2–20
506.
Zurück zum Zitat Kill S, Dam-Johansen K, Weinell CE, Pedersen MS (2002) Seawater-soluble pigments and their potential use in self-polishing antifouling paints: simulation-based screening tool. Prog Org Coat 45(4):423–434 Kill S, Dam-Johansen K, Weinell CE, Pedersen MS (2002) Seawater-soluble pigments and their potential use in self-polishing antifouling paints: simulation-based screening tool. Prog Org Coat 45(4):423–434
507.
Zurück zum Zitat Grozea CM, Walker GC (2009) Approaches in designing non-toxic polymer surfaces to deter marine biofouling. Soft Matter 5(21):4088–4100 Grozea CM, Walker GC (2009) Approaches in designing non-toxic polymer surfaces to deter marine biofouling. Soft Matter 5(21):4088–4100
508.
Zurück zum Zitat Genzer J, Efimenko K (2006) Recent developments in superhydrophobic surfaces and their relevance to marine fouling: a review. Biofouling 22(5–6):339–360 Genzer J, Efimenko K (2006) Recent developments in superhydrophobic surfaces and their relevance to marine fouling: a review. Biofouling 22(5–6):339–360
509.
Zurück zum Zitat Perez-Roa RE, Anderson MA, Rittschof D, Hunt CG, Noguera DR (2009) Involvement of reactive oxygen species in the electrochemical inhibition of barnacle (Amphibalanus amphitrite) settlement. Biofouling 25(6):63–571 Perez-Roa RE, Anderson MA, Rittschof D, Hunt CG, Noguera DR (2009) Involvement of reactive oxygen species in the electrochemical inhibition of barnacle (Amphibalanus amphitrite) settlement. Biofouling 25(6):63–571
510.
Zurück zum Zitat Rittschof D (2000) Natural product antifoulants: One perspective on the challenges related to coatings development. Biofouling 15(1–3):119–127 Rittschof D (2000) Natural product antifoulants: One perspective on the challenges related to coatings development. Biofouling 15(1–3):119–127
511.
Zurück zum Zitat Raveendran TV, Mol VPL (2009) Natural product antifoulants. Curr Sci 97(4):508–520 Raveendran TV, Mol VPL (2009) Natural product antifoulants. Curr Sci 97(4):508–520
512.
Zurück zum Zitat Detty MR, Ciriminna R, Bright FV, Pagliaro M (2015) Xerogel coatings produced by the Sol-Gel process as anti-fouling, fouling-release surfaces: from lab bench to commercial reality. ChemNanoMat 1(1):148–154 Detty MR, Ciriminna R, Bright FV, Pagliaro M (2015) Xerogel coatings produced by the Sol-Gel process as anti-fouling, fouling-release surfaces: from lab bench to commercial reality. ChemNanoMat 1(1):148–154
513.
Zurück zum Zitat Sykes B, Neild J (1980) Preventing Fouling on Marine Structures, WO 000554 A1 Sykes B, Neild J (1980) Preventing Fouling on Marine Structures, WO 000554 A1
514.
Zurück zum Zitat Sakrowski KD (2005) Verwendung von Basaltfasern oder Basaltfilamenten Als Textiles Flächengebilde Zur Biozidfreien Antifouling-Beschichtung Für Umströmte Unterwasserflächen, DE 10353185 B4 Sakrowski KD (2005) Verwendung von Basaltfasern oder Basaltfilamenten Als Textiles Flächengebilde Zur Biozidfreien Antifouling-Beschichtung Für Umströmte Unterwasserflächen, DE 10353185 B4
515.
Zurück zum Zitat Sakrowski KD (2005) Biocide-free antifouling coating consisting of a fabric based on basalt fibres, WO2005047403 A1 Sakrowski KD (2005) Biocide-free antifouling coating consisting of a fabric based on basalt fibres, WO2005047403 A1
516.
Zurück zum Zitat Pinori E, Berglin ME, Brive LM, Hulander M, Dahlström M, Elwing H (2011) Multi-seasonal barnacle (Balanus improvisus) protection achieved by trace amounts of a macrocyclic lactone (ivermectin) included in rosin-based coatings. Biofouling 27(9):941–953 Pinori E, Berglin ME, Brive LM, Hulander M, Dahlström M, Elwing H (2011) Multi-seasonal barnacle (Balanus improvisus) protection achieved by trace amounts of a macrocyclic lactone (ivermectin) included in rosin-based coatings. Biofouling 27(9):941–953
517.
Zurück zum Zitat Destino JF, Gatley CM, Craft AK, Detty MR, Bright FV (2015) Probing nanoscale chemical segregation and surface properties of antifouling hybrid xerogel films. Langmuir 31(11):3510–3517 Destino JF, Gatley CM, Craft AK, Detty MR, Bright FV (2015) Probing nanoscale chemical segregation and surface properties of antifouling hybrid xerogel films. Langmuir 31(11):3510–3517
518.
Zurück zum Zitat Damon CA, Gatley CM, Beres JJ, Finlay JA, Franco SC, Clare AS, Detty MR (2016) The performance of hybrid titania/silica-derived xerogels as active antifouling/fouling-release surfaces against the marine alga Ulva linza: in situ generation of hypohalous acids. Biofouling 32(8):883–896 Damon CA, Gatley CM, Beres JJ, Finlay JA, Franco SC, Clare AS, Detty MR (2016) The performance of hybrid titania/silica-derived xerogels as active antifouling/fouling-release surfaces against the marine alga Ulva linza: in situ generation of hypohalous acids. Biofouling 32(8):883–896
519.
Zurück zum Zitat Singh PP, Thatikonda T, Kumar KAA, Sawant SD, Singh B, Sharma AK, Sharma PR, Singh D, Vishwakarma RA (2012) Cu–Mn spinel oxide catalyzed regioselective halogenation of phenols and N-Heteroarenes. J Org Chem 77(13):5823–5828 Singh PP, Thatikonda T, Kumar KAA, Sawant SD, Singh B, Sharma AK, Sharma PR, Singh D, Vishwakarma RA (2012) Cu–Mn spinel oxide catalyzed regioselective halogenation of phenols and N-Heteroarenes. J Org Chem 77(13):5823–5828
520.
Zurück zum Zitat Amrute AP, Mondelli C, Hevia MAG, Pérez-Ramírez J (2011) Temporal analysis of products study of HCl oxidation on Copper- and Ruthenium-based catalysts. J Phys Chem C 115(4):1056–1063 Amrute AP, Mondelli C, Hevia MAG, Pérez-Ramírez J (2011) Temporal analysis of products study of HCl oxidation on Copper- and Ruthenium-based catalysts. J Phys Chem C 115(4):1056–1063
521.
Zurück zum Zitat NIC Series Vol 39, Münster G, Wolf D, Kremer M (Eds) NIC symposium 2008—proceedings symposium, 20–21 February 2008, Jülich, Germany NIC Series Vol 39, Münster G, Wolf D, Kremer M (Eds) NIC symposium 2008—proceedings symposium, 20–21 February 2008, Jülich, Germany
522.
Zurück zum Zitat Guggenbichler JP, Eberhardt N, Martinz HP, Wildner H (2008) Antimicrobial agent, WO 2008058707 A3 Guggenbichler JP, Eberhardt N, Martinz HP, Wildner H (2008) Antimicrobial agent, WO 2008058707 A3
523.
Zurück zum Zitat Zollfrank C, Gutbrod K, Wechsler P, Guggenbichler JP (2012) Antimicrobial activity of transition metal acid MoO(3) prevents microbial growth on material surfaces. Mater Sci Eng C 32(1):47–54 Zollfrank C, Gutbrod K, Wechsler P, Guggenbichler JP (2012) Antimicrobial activity of transition metal acid MoO(3) prevents microbial growth on material surfaces. Mater Sci Eng C 32(1):47–54
524.
Zurück zum Zitat Shafaei S, Van Opdenbosch D, Fey T, Koch M, Kraus T, Guggenbichler JP, Zollfrank C (2016) Enhancement of the antimicrobial properties of orthorhombic molybdenum trioxide by thermal induced fracturing of the hydrates. Mater Sci Eng C 58(1):1064–1070 Shafaei S, Van Opdenbosch D, Fey T, Koch M, Kraus T, Guggenbichler JP, Zollfrank C (2016) Enhancement of the antimicrobial properties of orthorhombic molybdenum trioxide by thermal induced fracturing of the hydrates. Mater Sci Eng C 58(1):1064–1070
525.
Zurück zum Zitat Gao J, Zheng Y, Jehng JM, Tang Y, Wachs IE, Podkolzin SG (2015) Identification of molybdenum oxide nanostructures on zeolites for natural gas conversion. Science 348(6235):686–690 Gao J, Zheng Y, Jehng JM, Tang Y, Wachs IE, Podkolzin SG (2015) Identification of molybdenum oxide nanostructures on zeolites for natural gas conversion. Science 348(6235):686–690
526.
Zurück zum Zitat Tesler AB, Kim P, Kolle S, Howell C, Ahanotu O, Aizenberg J (2015) Extremely durable biofouling-resistant metallic surfaces based on electrodeposited nanoporous tungstite films on steel. Nat Commun 6:8649 Tesler AB, Kim P, Kolle S, Howell C, Ahanotu O, Aizenberg J (2015) Extremely durable biofouling-resistant metallic surfaces based on electrodeposited nanoporous tungstite films on steel. Nat Commun 6:8649
527.
Zurück zum Zitat Baldwin DH, Tatara CP, Scholz NL (2011) Copper-induced olfactory toxicity in salmon and steelhead: extrapolation across species and rearing environments. Aquat Toxicol 101(1):295–297 Baldwin DH, Tatara CP, Scholz NL (2011) Copper-induced olfactory toxicity in salmon and steelhead: extrapolation across species and rearing environments. Aquat Toxicol 101(1):295–297
528.
Zurück zum Zitat Shelter island yacht basin dissolved copper total maximum daily load 2011 monitoring and progress final report. Weston solutions, Inc. 2433 Impala Drive Carlsbad, California 92010 March 2012 Shelter island yacht basin dissolved copper total maximum daily load 2011 monitoring and progress final report. Weston solutions, Inc. 2433 Impala Drive Carlsbad, California 92010 March 2012
529.
Zurück zum Zitat Lai D, Liu D, Deng Z, Van Ofwegen L, Proksch P, Lin W (2012) Antifouling eunicellin-type diterpenoids from the gorgonian Astrogorgia sp. J Nat Prod 75(9):1595–1602 Lai D, Liu D, Deng Z, Van Ofwegen L, Proksch P, Lin W (2012) Antifouling eunicellin-type diterpenoids from the gorgonian Astrogorgia sp. J Nat Prod 75(9):1595–1602
530.
Zurück zum Zitat Trepos R, Cervin G, Hellio C, Pavia H, Stensen W, Stensvåg K, Svendsen JS, Haug T, Svenson J (2014) Antifouling compounds from the sub-arctic ascidian Synoicum pulmonaria: Synoxazolidinones A and C, Pulmonarins A and B, and synthetic analogues. J Nat Prod 77(9):2105–2113 Trepos R, Cervin G, Hellio C, Pavia H, Stensen W, Stensvåg K, Svendsen JS, Haug T, Svenson J (2014) Antifouling compounds from the sub-arctic ascidian Synoicum pulmonaria: Synoxazolidinones A and C, Pulmonarins A and B, and synthetic analogues. J Nat Prod 77(9):2105–2113
531.
Zurück zum Zitat Qian PY, Li Z, Xu Y, Li Y, Fusetani N (2015) Mini-review: marine natural products and their synthetic analogs as antifouling compounds: 2009–2014. Biofouling 31(1):101–122 Qian PY, Li Z, Xu Y, Li Y, Fusetani N (2015) Mini-review: marine natural products and their synthetic analogs as antifouling compounds: 2009–2014. Biofouling 31(1):101–122
532.
Zurück zum Zitat Fitridge I, Dempster T, Guenther J, de Nys R (2012) The impact and control of biofouling in marine aquaculture: a review. Biofouling 28(7):649–669 Fitridge I, Dempster T, Guenther J, de Nys R (2012) The impact and control of biofouling in marine aquaculture: a review. Biofouling 28(7):649–669
533.
Zurück zum Zitat Nguyen T, Roddick FA, Fan L (2012) Biofouling of water treatment membranes: a review of the underlying causes, monitoring techniques and control measures. Membranes 2(4):804–840 Nguyen T, Roddick FA, Fan L (2012) Biofouling of water treatment membranes: a review of the underlying causes, monitoring techniques and control measures. Membranes 2(4):804–840
534.
Zurück zum Zitat Cha C, Gao P, Chen YC, Shaw PD, Farrand SK (1998) Production of acyl-homoserine lactone quorum-sensing signals by gram-negative plant-associated bacteria. Mol Plant Microbe Interact 11(11):1119–1129 Cha C, Gao P, Chen YC, Shaw PD, Farrand SK (1998) Production of acyl-homoserine lactone quorum-sensing signals by gram-negative plant-associated bacteria. Mol Plant Microbe Interact 11(11):1119–1129
535.
Zurück zum Zitat Dixon EF, Hall RA (2015) Noisy neighbourhoods: quorum sensing in fungal-polymicrobial infections. Cell Microbiol 17(10):1431–1441 Dixon EF, Hall RA (2015) Noisy neighbourhoods: quorum sensing in fungal-polymicrobial infections. Cell Microbiol 17(10):1431–1441
536.
Zurück zum Zitat Gribble GW (2015) Biological activity of recently discovered halogenated marine natural products. Mar. Drugs 13(7):4044–4136 Gribble GW (2015) Biological activity of recently discovered halogenated marine natural products. Mar. Drugs 13(7):4044–4136
537.
Zurück zum Zitat Winter JM, Moffitt MC, Zazopoulos E, McAlpine JB, Dorrestein PC, Moore BS (2007) Molecular basis for chloronium-mediated meroterpene cyclization. Cloning, sequencing, and heterologous expression of the napyradiomycin biosynthetic gene cluster. J Biol Chem 282(22):16362–16368 Winter JM, Moffitt MC, Zazopoulos E, McAlpine JB, Dorrestein PC, Moore BS (2007) Molecular basis for chloronium-mediated meroterpene cyclization. Cloning, sequencing, and heterologous expression of the napyradiomycin biosynthetic gene cluster. J Biol Chem 282(22):16362–16368
538.
Zurück zum Zitat Blasiak LC, Vaillancourt FH, Walsh CT, Drennan CL (2006) Crystal structure of the non-haem iron halogenase SyrB2 in syringomycin biosynthesis. Nature 440(7082):368–371 Blasiak LC, Vaillancourt FH, Walsh CT, Drennan CL (2006) Crystal structure of the non-haem iron halogenase SyrB2 in syringomycin biosynthesis. Nature 440(7082):368–371
539.
Zurück zum Zitat Sundaramoorthy M, Terner J, Poulos TL (1995) The crystal structure of chloroperoxidase: a heme peroxidase–cytochrome P450 functional hybrid. Structure 3(12):1367–1377 Sundaramoorthy M, Terner J, Poulos TL (1995) The crystal structure of chloroperoxidase: a heme peroxidase–cytochrome P450 functional hybrid. Structure 3(12):1367–1377
540.
Zurück zum Zitat Kühnel K, Blankenfeldt W, Terner J, Schlichting I (2006) Crystal structures of chloroperoxidase with its bound substrates and Complexed with Formate, Acetate, and Nitrate. J Biol Chem 281(33):23990–23994 Kühnel K, Blankenfeldt W, Terner J, Schlichting I (2006) Crystal structures of chloroperoxidase with its bound substrates and Complexed with Formate, Acetate, and Nitrate. J Biol Chem 281(33):23990–23994
541.
Zurück zum Zitat Boruah JJ, Das SP, Borah R, Gogoi SR, Islam NS (2013) Polymer-anchored peroxo compounds of molybdenum and tungsten as efficient and versatile catalysts for mild oxidative bromination. Polyhedron 52:246–254 Boruah JJ, Das SP, Borah R, Gogoi SR, Islam NS (2013) Polymer-anchored peroxo compounds of molybdenum and tungsten as efficient and versatile catalysts for mild oxidative bromination. Polyhedron 52:246–254
542.
Zurück zum Zitat Parida KM, Parija S, Das J, Mukherjee PS (2006) Preparation, characterisation of molybdophosphoric and tungstophosphoric acid intercalated zinc aluminium hydrotalcite-like compounds and their catalytic evaluation towards the oxidative bromination of phenol. Catal Commun 7(11):913–919 Parida KM, Parija S, Das J, Mukherjee PS (2006) Preparation, characterisation of molybdophosphoric and tungstophosphoric acid intercalated zinc aluminium hydrotalcite-like compounds and their catalytic evaluation towards the oxidative bromination of phenol. Catal Commun 7(11):913–919
543.
Zurück zum Zitat Maurya MR, Kumar N, Avecilla F (2014) Polymer and non-polymer-grafted dioxidomolybdenum(VI) complexes having ONO donor ligand and their catalytic activities for the oxidative bromination of organic substrates. J Mol Catal A Chem 392:50–60 Maurya MR, Kumar N, Avecilla F (2014) Polymer and non-polymer-grafted dioxidomolybdenum(VI) complexes having ONO donor ligand and their catalytic activities for the oxidative bromination of organic substrates. J Mol Catal A Chem 392:50–60
Metadaten
Titel
Functional Enzyme Mimics for Oxidative Halogenation Reactions that Combat Biofilm Formation
verfasst von
Karoline Herget
Hajo Frerichs
Felix Pfitzner
Muhammad Nawaz Tahir
Wolfgang Tremel
Copyright-Jahr
2020
Verlag
Springer Singapore
DOI
https://doi.org/10.1007/978-981-15-1490-6_8

    Marktübersichten

    Die im Laufe eines Jahres in der „adhäsion“ veröffentlichten Marktübersichten helfen Anwendern verschiedenster Branchen, sich einen gezielten Überblick über Lieferantenangebote zu verschaffen.