Skip to main content
Erschienen in: Journal of Materials Science 4/2019

01.11.2018 | Chemical routes to materials

Smart chiral magnetic nanoparticles for highly efficient enantioseparation of tryptophan enantiomers

verfasst von: Han-Yan Zhu, Xiao-Dong Song, Xiao-Rong Yang, Chang-Jing Cheng, Hai-Rong Yu, Huai-Hao Zhang

Erschienen in: Journal of Materials Science | Ausgabe 4/2019

Einloggen

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

search-config
loading …

Abstract

Herein, we report a simple and facile strategy to prepare one kind of smart chiral magnetic nanoparticles (Fe3O4@PDA@PNG-CD) with high enantioselectivity via combining mussel-inspired polydopamine (PDA) chemistry with surface-initiated atom transfer radical polymerization for effective enantioseparation of tryptophan enantiomers (dl-Trp). The PDA thin layer plays a pivotal role in fabricating high-density poly(N-isopropylacrylamide-co-glycidyl methacrylate)-β-cyclodextrin (PNG-CD) smart polymer brushes onto the Fe3O4 NPs. The grafted PNG-CD plays a significant role in greatly boosting the enantioselectivity of the Fe3O4@PDA@PNG-CD, which is composed of the poly(N-isopropylacrylamide-co-glycidyl methacrylate) (PNG) copolymer chains with numerous appended β-cyclodextrin (β-CD) units. The β-CD units serve as chiral selectors capable of selectively recognizing and binding l-tryptophan (l-Trp) into their cavities by forming stable host–guest inclusion complexes of β-CD/l-Trp, and the PNIPAM chains act as microenvironmental adjustors for the inclusion constants of β-CD/l-Trp complexes. Operating temperature and initial concentrations of dl-Trp are two important factors that significantly affect the separation efficiency of dl-Trp and the enantioselectivity of the Fe3O4@PDA@PNG-CD. Furthermore, the Fe3O4@PDA@PNG-CD also demonstrates satisfactory recycling and excellent magnetic separability from enantiomeric solution. Such smart chiral magnetic NPs with high enantioselectivity developed in this study show great potentials in direct enantioseparation of various chiral compounds.

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 Tao Y, Dai J, Kong Y, Sha Y (2014) Temperature-sensitive electrochemical recognition of tryptophan enantiomers based on β-cyclodextrin self-assembled on poly(l-glutamic acid). Anal Chem 86:2633–2639CrossRef Tao Y, Dai J, Kong Y, Sha Y (2014) Temperature-sensitive electrochemical recognition of tryptophan enantiomers based on β-cyclodextrin self-assembled on poly(l-glutamic acid). Anal Chem 86:2633–2639CrossRef
2.
Zurück zum Zitat Kasprzyk-Hordern B (2010) Pharmacologically active compounds in the environment and their chirality. Chem Soc Rev 39:4466–4503CrossRef Kasprzyk-Hordern B (2010) Pharmacologically active compounds in the environment and their chirality. Chem Soc Rev 39:4466–4503CrossRef
3.
Zurück zum Zitat Patel RN (2008) Synthesis of chiral pharmaceutical intermediates by biocatalysis. Coord Chem Rev 252:659–701CrossRef Patel RN (2008) Synthesis of chiral pharmaceutical intermediates by biocatalysis. Coord Chem Rev 252:659–701CrossRef
4.
Zurück zum Zitat Hembury GA, Borovkov VV, Inoue Y (2008) Chirality-sensing supramolecular systems. Chem Rev 108:1–73CrossRef Hembury GA, Borovkov VV, Inoue Y (2008) Chirality-sensing supramolecular systems. Chem Rev 108:1–73CrossRef
5.
Zurück zum Zitat Wu G, Bazer FW, Dai Z, Li D, Wang J, Wu Z (2014) Amino acid nutrition in animals: protein synthesis and beyond. Annu Rev Anim Biosci 2:387–417CrossRef Wu G, Bazer FW, Dai Z, Li D, Wang J, Wu Z (2014) Amino acid nutrition in animals: protein synthesis and beyond. Annu Rev Anim Biosci 2:387–417CrossRef
6.
Zurück zum Zitat Maze I, Noh KM, Soshnev AA, Allis CD (2014) Every amino acid matters: essential contributions of histone variants to mammalian development and disease. Nat Rev Genet 15:259–271CrossRef Maze I, Noh KM, Soshnev AA, Allis CD (2014) Every amino acid matters: essential contributions of histone variants to mammalian development and disease. Nat Rev Genet 15:259–271CrossRef
7.
Zurück zum Zitat Wu G (2009) Amino acids: metabolism, functions, and nutrition. Amino Acids 37:1–17CrossRef Wu G (2009) Amino acids: metabolism, functions, and nutrition. Amino Acids 37:1–17CrossRef
8.
Zurück zum Zitat Zhao Y, Ashcroft B, Zhang P et al (2014) Single-molecule spectroscopy of amino acids and peptides by recognition tunnelling. Nat Nanotechnol 9:466–473CrossRef Zhao Y, Ashcroft B, Zhang P et al (2014) Single-molecule spectroscopy of amino acids and peptides by recognition tunnelling. Nat Nanotechnol 9:466–473CrossRef
9.
Zurück zum Zitat Chen X, Rao J, Wang J, Gooding JJ, Zou G, Zhang Q (2011) A facile enantioseparation for amino acids enantiomers using β-cyclodextrins functionalized Fe3O4 nanospheres. Chem Commun 47:10317–10319CrossRef Chen X, Rao J, Wang J, Gooding JJ, Zou G, Zhang Q (2011) A facile enantioseparation for amino acids enantiomers using β-cyclodextrins functionalized Fe3O4 nanospheres. Chem Commun 47:10317–10319CrossRef
10.
Zurück zum Zitat Yokuş ÖA, Kardaş F, Akyıldırım O, Eren T, Atar N, Yola ML (2016) Sensitive voltammetric sensor based on polyoxometalate/reduced graphene oxide nanomaterial: application to the simultaneous determination of l-tyrosine and l-tryptophan. Sens Actuators B 233:47–54CrossRef Yokuş ÖA, Kardaş F, Akyıldırım O, Eren T, Atar N, Yola ML (2016) Sensitive voltammetric sensor based on polyoxometalate/reduced graphene oxide nanomaterial: application to the simultaneous determination of l-tyrosine and l-tryptophan. Sens Actuators B 233:47–54CrossRef
11.
Zurück zum Zitat Butler JS, Woods JA, Farrer NJ, Newton ME, Sadler PJ (2012) Tryptophan switch for a photoactivated platinum anticancer complex. J Am Chem Soc 134:16508–16511CrossRef Butler JS, Woods JA, Farrer NJ, Newton ME, Sadler PJ (2012) Tryptophan switch for a photoactivated platinum anticancer complex. J Am Chem Soc 134:16508–16511CrossRef
12.
Zurück zum Zitat Kepert I, Fonseca J, Müller C et al (2017) d-tryptophan from probiotic bacteria influences the gut microbiome and allergic airway disease. J Allergy Clin Immunol 139:1525–1535CrossRef Kepert I, Fonseca J, Müller C et al (2017) d-tryptophan from probiotic bacteria influences the gut microbiome and allergic airway disease. J Allergy Clin Immunol 139:1525–1535CrossRef
13.
Zurück zum Zitat Tao Y, Gu X, Deng L, Qin Y, Xue H, Kong Y (2015) Chiral recognition of d-tryptophan by confining high-energy water molecules inside the cavity of copper-modified β-cyclodextrin. J Phys Chem C 119:8183–8190CrossRef Tao Y, Gu X, Deng L, Qin Y, Xue H, Kong Y (2015) Chiral recognition of d-tryptophan by confining high-energy water molecules inside the cavity of copper-modified β-cyclodextrin. J Phys Chem C 119:8183–8190CrossRef
14.
Zurück zum Zitat Kolodkin-Gal I, Romero D, Cao S, Clardy J, Kolter R, Losick R (2010) d-amino acids trigger biofilm disassembly. Science 328:627–629CrossRef Kolodkin-Gal I, Romero D, Cao S, Clardy J, Kolter R, Losick R (2010) d-amino acids trigger biofilm disassembly. Science 328:627–629CrossRef
15.
Zurück zum Zitat Guo D, Huang Y, Chen C, Chen Y, Fu Y (2014) A sensing interface for recognition of tryptophan enantiomers based on porous cluster-like nanocomposite films. New J Chem 38:5880–5885CrossRef Guo D, Huang Y, Chen C, Chen Y, Fu Y (2014) A sensing interface for recognition of tryptophan enantiomers based on porous cluster-like nanocomposite films. New J Chem 38:5880–5885CrossRef
16.
Zurück zum Zitat Shen J, Okamoto Y (2016) Efficient separation of enantiomers using stereoregular chiral polymers. Chem Rev 116:1094–1138CrossRef Shen J, Okamoto Y (2016) Efficient separation of enantiomers using stereoregular chiral polymers. Chem Rev 116:1094–1138CrossRef
17.
Zurück zum Zitat Scriba GKE (2013) Chiral separations: methods and protocols, 2nd edn. Humana Press, London, pp 1–505 Scriba GKE (2013) Chiral separations: methods and protocols, 2nd edn. Humana Press, London, pp 1–505
18.
Zurück zum Zitat Xie R, Chu LY, Deng JG (2008) Membranes and membrane processes for chiral resolution. Chem Soc Rev 37:1243–1263CrossRef Xie R, Chu LY, Deng JG (2008) Membranes and membrane processes for chiral resolution. Chem Soc Rev 37:1243–1263CrossRef
19.
Zurück zum Zitat Preiss LC, Werber L, Fischer V, Hanif S, Landfester K, Mastai Y, Muñoz-Espí R (2015) Amino-acid-based chiral nanoparticles for enantioselective crystallization. Adv Mater 27:2728–2732CrossRef Preiss LC, Werber L, Fischer V, Hanif S, Landfester K, Mastai Y, Muñoz-Espí R (2015) Amino-acid-based chiral nanoparticles for enantioselective crystallization. Adv Mater 27:2728–2732CrossRef
20.
Zurück zum Zitat Vulugundam G, Misra SK, Ostadhossein F, Schwartz-Duval AS, Daza EA, Pan D (2016) (−)/(+)-Sparteine induced chirally-active carbon nanoparticles for enantioselective separation of racemic mixtures. Chem Commun 52:7513–7516CrossRef Vulugundam G, Misra SK, Ostadhossein F, Schwartz-Duval AS, Daza EA, Pan D (2016) (−)/(+)-Sparteine induced chirally-active carbon nanoparticles for enantioselective separation of racemic mixtures. Chem Commun 52:7513–7516CrossRef
21.
Zurück zum Zitat Li W, Ding GS, Tang AN (2015) Enantiomer separation of propranolol and tryptophan using bovine serum albumin functionalized silica nanoparticles as adsorbents. RSC Adv 5:93850–93857CrossRef Li W, Ding GS, Tang AN (2015) Enantiomer separation of propranolol and tryptophan using bovine serum albumin functionalized silica nanoparticles as adsorbents. RSC Adv 5:93850–93857CrossRef
22.
Zurück zum Zitat Wei Y, Tian A, Li Y, Wang X, Cao B (2012) A general chiral selector immobilized on silica magnetic microspheres for direct separation of racemates. J Mater Chem 22:499–8504 Wei Y, Tian A, Li Y, Wang X, Cao B (2012) A general chiral selector immobilized on silica magnetic microspheres for direct separation of racemates. J Mater Chem 22:499–8504
23.
Zurück zum Zitat Tarhan T, Tural B, Tural S, Topal G (2015) Enantioseparation of mandelic acid enantiomers with magnetic nanosorbent modified by a chiral selector. Chirality 27:835–842CrossRef Tarhan T, Tural B, Tural S, Topal G (2015) Enantioseparation of mandelic acid enantiomers with magnetic nanosorbent modified by a chiral selector. Chirality 27:835–842CrossRef
24.
Zurück zum Zitat Ghosh S, Badruddoza AZM, Uddin MS, Hidajat K (2011) Adsorption of chiral aromatic amino acids onto carboxymethyl-β-cyclodextrin bonded Fe3O4/SiO2 core–shell nanoparticles. J Colloid Interface Sci 354:483–492CrossRef Ghosh S, Badruddoza AZM, Uddin MS, Hidajat K (2011) Adsorption of chiral aromatic amino acids onto carboxymethyl-β-cyclodextrin bonded Fe3O4/SiO2 core–shell nanoparticles. J Colloid Interface Sci 354:483–492CrossRef
25.
Zurück zum Zitat Ghosh S, Fang TH, Uddin MS, Hidajat K (2013) Enantioselective separation of chiral aromatic amino acids with surface functionalized magnetic nanoparticles. Colloid Surf B 105:267–277CrossRef Ghosh S, Fang TH, Uddin MS, Hidajat K (2013) Enantioselective separation of chiral aromatic amino acids with surface functionalized magnetic nanoparticles. Colloid Surf B 105:267–277CrossRef
26.
Zurück zum Zitat Wu J, Su P, Huang J, Wang S, Yang Y (2013) Synthesis of teicoplanin-modified hybrid magnetic mesoporous silica nanoparticles and their application in chiral separation of racemic compounds. J Colloid Interface Sci 399:107–114CrossRef Wu J, Su P, Huang J, Wang S, Yang Y (2013) Synthesis of teicoplanin-modified hybrid magnetic mesoporous silica nanoparticles and their application in chiral separation of racemic compounds. J Colloid Interface Sci 399:107–114CrossRef
27.
Zurück zum Zitat Wang H, An X, Deng X, Ding G (2017) Facile synthesis and application of teicoplanin-modified magnetic microparticles for enantioseparation. Electrophoresis 38:1374–1382CrossRef Wang H, An X, Deng X, Ding G (2017) Facile synthesis and application of teicoplanin-modified magnetic microparticles for enantioseparation. Electrophoresis 38:1374–1382CrossRef
28.
Zurück zum Zitat Wu J, Su P, Guo D, Huang J, Yang Y (2014) Cationic β-cyclodextrin-modified hybrid magnetic microspheres as chiral selectors for selective chiral absorption of dansyl amino acids. New J Chem 38:3630–3636CrossRef Wu J, Su P, Guo D, Huang J, Yang Y (2014) Cationic β-cyclodextrin-modified hybrid magnetic microspheres as chiral selectors for selective chiral absorption of dansyl amino acids. New J Chem 38:3630–3636CrossRef
29.
Zurück zum Zitat Huang J, Su P, Wu J, Yang Y (2014) Enantioselective absorption of enantiomers with maleic anhydride-β-cyclodextrin modified magnetic microspheres. RSC Adv 4:58514–58521CrossRef Huang J, Su P, Wu J, Yang Y (2014) Enantioselective absorption of enantiomers with maleic anhydride-β-cyclodextrin modified magnetic microspheres. RSC Adv 4:58514–58521CrossRef
30.
Zurück zum Zitat Huang J, Su P, Zhao B, Yang Y (2015) Facile one-pot synthesis of β-cyclodextrin polymer-modified Fe3O4 microspheres for stereoselective absorption of amino acid compounds. Anal Methods 7:2754–2761CrossRef Huang J, Su P, Zhao B, Yang Y (2015) Facile one-pot synthesis of β-cyclodextrin polymer-modified Fe3O4 microspheres for stereoselective absorption of amino acid compounds. Anal Methods 7:2754–2761CrossRef
31.
Zurück zum Zitat Wang Y, Su P, Wang S, Wu J, Huang J, Yang Y (2013) Dendrimer modified magnetic nanoparticles for immobilized BSA: a novel chiral magnetic nanoselector for direct separation of racemates. J Mater Chem B 1:5028–5035CrossRef Wang Y, Su P, Wang S, Wu J, Huang J, Yang Y (2013) Dendrimer modified magnetic nanoparticles for immobilized BSA: a novel chiral magnetic nanoselector for direct separation of racemates. J Mater Chem B 1:5028–5035CrossRef
32.
Zurück zum Zitat Wu J, Su P, Yang Y, Huang J, Wang Y, Yang Y (2014) Immobilization of HSA on polyamidoamine dendronized magnetic microspheres for application in direct chiral separation of racemates. J Mater Chem B 2:775–782CrossRef Wu J, Su P, Yang Y, Huang J, Wang Y, Yang Y (2014) Immobilization of HSA on polyamidoamine dendronized magnetic microspheres for application in direct chiral separation of racemates. J Mater Chem B 2:775–782CrossRef
33.
Zurück zum Zitat Valle EMMD (2004) Cyclodextrins and their uses: a review. Proc Biochem 39:1033–1046CrossRef Valle EMMD (2004) Cyclodextrins and their uses: a review. Proc Biochem 39:1033–1046CrossRef
34.
Zurück zum Zitat Ward TJ, Ward KD (2012) Chiral separations: a review of current topics and trends. Anal Chem 84:626–635CrossRef Ward TJ, Ward KD (2012) Chiral separations: a review of current topics and trends. Anal Chem 84:626–635CrossRef
35.
Zurück zum Zitat Lv SN, Cheng CJ, Song YY, Zhao ZG (2015) Temperature-switched controlled release nanosystems based on molecular recognition and polymer phase transition. RSC Adv 5:3248–3259CrossRef Lv SN, Cheng CJ, Song YY, Zhao ZG (2015) Temperature-switched controlled release nanosystems based on molecular recognition and polymer phase transition. RSC Adv 5:3248–3259CrossRef
36.
Zurück zum Zitat Song YY, Song XD, Yuan H, Cheng CJ (2016) Thermo-responsive adsorption and separation of amino acid enantiomers using smart polymer brush-modified magnetic nanoparticles. New J Chem 40:3194–3207CrossRef Song YY, Song XD, Yuan H, Cheng CJ (2016) Thermo-responsive adsorption and separation of amino acid enantiomers using smart polymer brush-modified magnetic nanoparticles. New J Chem 40:3194–3207CrossRef
37.
Zurück zum Zitat Lee H, Dellatore SM, Miller WM, Messersmith PB (2007) Mussel-inspired surface chemistry for multifunctional coatings. Science 318:426–430CrossRef Lee H, Dellatore SM, Miller WM, Messersmith PB (2007) Mussel-inspired surface chemistry for multifunctional coatings. Science 318:426–430CrossRef
38.
Zurück zum Zitat Yang Y, Wang J, Wu F, Ye G, Yi R, Lu Y, Chen J (2016) Surface-initiated SET-LRP mediated by mussel-inspired polydopamine chemistry for controlled building of novel core–shell magnetic nanoparticles for highly-efficient uranium enrichment. Polym Chem 7:2427–2435CrossRef Yang Y, Wang J, Wu F, Ye G, Yi R, Lu Y, Chen J (2016) Surface-initiated SET-LRP mediated by mussel-inspired polydopamine chemistry for controlled building of novel core–shell magnetic nanoparticles for highly-efficient uranium enrichment. Polym Chem 7:2427–2435CrossRef
39.
Zurück zum Zitat Zhu Q, Pan Q (2014) Mussel-inspired direct immobilization of nanoparticles and application for oil-water separation. ACS Nano 8:1402–1409CrossRef Zhu Q, Pan Q (2014) Mussel-inspired direct immobilization of nanoparticles and application for oil-water separation. ACS Nano 8:1402–1409CrossRef
40.
Zurück zum Zitat Shi JL, Fang LF, Li H, Zhang H, Zhu BK, Zhu LP (2013) Improved thermal and electrochemical performances of PMMA modified PE separator skeleton prepared via dopamine-initiated ATRP for lithium ion batteries. J Membr Sci 437:160–168CrossRef Shi JL, Fang LF, Li H, Zhang H, Zhu BK, Zhu LP (2013) Improved thermal and electrochemical performances of PMMA modified PE separator skeleton prepared via dopamine-initiated ATRP for lithium ion batteries. J Membr Sci 437:160–168CrossRef
41.
Zurück zum Zitat Zhu B, Edmondson S (2011) Polydopamine–melanin initiators for surface-initiated ATRP. Polymer 52:2141–2149CrossRef Zhu B, Edmondson S (2011) Polydopamine–melanin initiators for surface-initiated ATRP. Polymer 52:2141–2149CrossRef
42.
Zurück zum Zitat Gao J, Ran X, Shi C, Cheng H, Cheng T, Su Y (2013) One-step solvothermal synthesis of highly water-soluble, negatively charged superparamagnetic Fe3O4 colloidal nanocrystal clusters. Nanoscale 5:7026–7033CrossRef Gao J, Ran X, Shi C, Cheng H, Cheng T, Su Y (2013) One-step solvothermal synthesis of highly water-soluble, negatively charged superparamagnetic Fe3O4 colloidal nanocrystal clusters. Nanoscale 5:7026–7033CrossRef
43.
Zurück zum Zitat Lv SN, Zhao MQ, Cheng CJ, Zhao ZG (2014) β-Cyclodextrin polymer brushes decorated magnetic colloidal nanocrystal clusters for the release of hydrophobic drugs. J Nanopart Res 16:2393–2404CrossRef Lv SN, Zhao MQ, Cheng CJ, Zhao ZG (2014) β-Cyclodextrin polymer brushes decorated magnetic colloidal nanocrystal clusters for the release of hydrophobic drugs. J Nanopart Res 16:2393–2404CrossRef
44.
Zurück zum Zitat Ohashi H, Hiraoka Y, Yamaguchi T (2006) An autonomous phase transition-complexation/decomplexation polymer system with a molecular recognition property. Macromolecules 39:2614–2620CrossRef Ohashi H, Hiraoka Y, Yamaguchi T (2006) An autonomous phase transition-complexation/decomplexation polymer system with a molecular recognition property. Macromolecules 39:2614–2620CrossRef
45.
Zurück zum Zitat Nozaki T, Maeda Y, Ito K, Kitano H (1995) Cyclodextrins modified with polymer chains which are responsive to external stimuli. Macromolecules 28:522–524CrossRef Nozaki T, Maeda Y, Ito K, Kitano H (1995) Cyclodextrins modified with polymer chains which are responsive to external stimuli. Macromolecules 28:522–524CrossRef
46.
Zurück zum Zitat Petter RC, Salek JS, Sikorski CT, Kumaravel G, Lin FT (1990) Cooperative binding by aggregated mono-6-(alkylamino)-β-cyclodextrins. J Am Chem Soc 112:3860–3868CrossRef Petter RC, Salek JS, Sikorski CT, Kumaravel G, Lin FT (1990) Cooperative binding by aggregated mono-6-(alkylamino)-β-cyclodextrins. J Am Chem Soc 112:3860–3868CrossRef
47.
Zurück zum Zitat Liu YY, Fan XD, Gao L (2003) Synthesis and characterization of β-cyclodextrin based functional monomers and its copolymers with N-isopropylacrylamide. Macromol Biosci 3:715–719CrossRef Liu YY, Fan XD, Gao L (2003) Synthesis and characterization of β-cyclodextrin based functional monomers and its copolymers with N-isopropylacrylamide. Macromol Biosci 3:715–719CrossRef
48.
Zurück zum Zitat Yang M, Chu LY, Wang HD, Xie R, Song H, Niu CH (2008) A thermoresponsive membrane for chiral resolution. Adv Funct Mater 18:652–663CrossRef Yang M, Chu LY, Wang HD, Xie R, Song H, Niu CH (2008) A thermoresponsive membrane for chiral resolution. Adv Funct Mater 18:652–663CrossRef
49.
Zurück zum Zitat Guo LD, Song YY, Yu HR, Pan LT, Cheng CJ (2017) Novel smart chiral magnetic microspheres for enantioselective adsorption of tryptophan enantiomers. Appl Surf Sci 407:82–92CrossRef Guo LD, Song YY, Yu HR, Pan LT, Cheng CJ (2017) Novel smart chiral magnetic microspheres for enantioselective adsorption of tryptophan enantiomers. Appl Surf Sci 407:82–92CrossRef
50.
Zurück zum Zitat Song YB, Lv SN, Cheng CJ, Ni GL, Xie XW, Huang W, Zhao ZG (2015) Fast and highly-efficient removal of methylene blue from aqueous solution by poly(styrenesulfonic acid-co-maleic acid)-sodium-modified magnetic colloidal nanocrystal clusters. Appl Surf Sci 324:854–863CrossRef Song YB, Lv SN, Cheng CJ, Ni GL, Xie XW, Huang W, Zhao ZG (2015) Fast and highly-efficient removal of methylene blue from aqueous solution by poly(styrenesulfonic acid-co-maleic acid)-sodium-modified magnetic colloidal nanocrystal clusters. Appl Surf Sci 324:854–863CrossRef
51.
Zurück zum Zitat Yang M, Chu LY, Xie R, Wang C (2008) Molecular-recognition-induced phase transitions of two thermo-responsive polymers with pendent β-cyclodextrin groups. Macromol Chem Phys 209:204–211CrossRef Yang M, Chu LY, Xie R, Wang C (2008) Molecular-recognition-induced phase transitions of two thermo-responsive polymers with pendent β-cyclodextrin groups. Macromol Chem Phys 209:204–211CrossRef
52.
Zurück zum Zitat Halperin A, Kröger M, Winnik FM (2015) Poly(N-isopropylacrylamide) phase diagrams: fifty years of research. Angew Chem Int Ed 54:15342–15367CrossRef Halperin A, Kröger M, Winnik FM (2015) Poly(N-isopropylacrylamide) phase diagrams: fifty years of research. Angew Chem Int Ed 54:15342–15367CrossRef
53.
Zurück zum Zitat Banerjee SS, Chen DH (2007) Magnetic nanoparticles grafted with cyclodextrin for hydrophobic drug delivery. Chem Mater 19:6345–6349CrossRef Banerjee SS, Chen DH (2007) Magnetic nanoparticles grafted with cyclodextrin for hydrophobic drug delivery. Chem Mater 19:6345–6349CrossRef
54.
Zurück zum Zitat Lv SN, Song YB, Song YY, Zhao ZG, Cheng CJ (2014) Beta-cyclodextrins conjugated magnetic Fe3O4 colloidal nanoclusters for the loading and release of hydrophobic molecule. Appl Surf Sci 305:747–752CrossRef Lv SN, Song YB, Song YY, Zhao ZG, Cheng CJ (2014) Beta-cyclodextrins conjugated magnetic Fe3O4 colloidal nanoclusters for the loading and release of hydrophobic molecule. Appl Surf Sci 305:747–752CrossRef
Metadaten
Titel
Smart chiral magnetic nanoparticles for highly efficient enantioseparation of tryptophan enantiomers
verfasst von
Han-Yan Zhu
Xiao-Dong Song
Xiao-Rong Yang
Chang-Jing Cheng
Hai-Rong Yu
Huai-Hao Zhang
Publikationsdatum
01.11.2018
Verlag
Springer US
Erschienen in
Journal of Materials Science / Ausgabe 4/2019
Print ISSN: 0022-2461
Elektronische ISSN: 1573-4803
DOI
https://doi.org/10.1007/s10853-018-3072-z

Weitere Artikel der Ausgabe 4/2019

Journal of Materials Science 4/2019 Zur Ausgabe

    Marktübersichten

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