Skip to main content
Erschienen in:
Buchtitelbild

2015 | OriginalPaper | Buchkapitel

Terpenoid Biosynthesis in Prokaryotes

verfasst von : Albert Boronat, Manuel Rodríguez-Concepción

Erschienen in: Biotechnology of Isoprenoids

Verlag: Springer International Publishing

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

search-config
loading …

Abstract

Prokaryotic organisms (archaea and eubacteria) are found in all habitats where life exists on our planet. This would not be possible without the astounding biochemical plasticity developed by such organisms. Part of the metabolic diversity of prokaryotes was transferred to eukaryotic cells when endosymbiotic prokaryotes became mitochondria and plastids but also in a large number of horizontal gene transfer episodes. A group of metabolites produced by all free-living organisms is terpenoids (also known as isoprenoids). In prokaryotes, terpenoids play an indispensable role in cell-wall and membrane biosynthesis (bactoprenol, hopanoids), electron transport (ubiquinone, menaquinone), or conversion of light into chemical energy (chlorophylls, bacteriochlorophylls, rhodopsins, carotenoids), among other processes. But despite their remarkable structural and functional diversity, they all derive from the same metabolic precursors. Here we describe the metabolic pathways producing these universal terpenoid units and provide a complete picture of the main terpenoid compounds found in prokaryotic organisms.

Graphical Abstract

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 Barrios-Gonzalez J, Miranda RU (2010) Biotechnological production and applications of statins. Appl Microbiol Biotechnol 85:869–883CrossRef Barrios-Gonzalez J, Miranda RU (2010) Biotechnological production and applications of statins. Appl Microbiol Biotechnol 85:869–883CrossRef
2.
Zurück zum Zitat Bochar DA, Stauffacher CV, Rodwell VW (1999) Sequence comparisons reveal two classes of 3-hydroxy-3-methylglutaryl coenzyme A reductase. Mol Genet Metab 66:122–127CrossRef Bochar DA, Stauffacher CV, Rodwell VW (1999) Sequence comparisons reveal two classes of 3-hydroxy-3-methylglutaryl coenzyme A reductase. Mol Genet Metab 66:122–127CrossRef
3.
Zurück zum Zitat Boucher Y, Doolittle WF (2000) The role of lateral gene transfer in the evolution of isoprenoid biosynthesis pathways. Mol Microbiol 37:703–716CrossRef Boucher Y, Doolittle WF (2000) The role of lateral gene transfer in the evolution of isoprenoid biosynthesis pathways. Mol Microbiol 37:703–716CrossRef
4.
Zurück zum Zitat Boucher Y, Kamekura M, Doolittle WF (2004) Origins and evolution of isoprenoid lipid biosynthesis in archaea. Mol Microbiol 52:515–527CrossRef Boucher Y, Kamekura M, Doolittle WF (2004) Origins and evolution of isoprenoid lipid biosynthesis in archaea. Mol Microbiol 52:515–527CrossRef
5.
Zurück zum Zitat Boucher Y, Huber H, L’Haridon S, Stetter KO, Doolittle WF (2001) Bacterial origin for the isoprenoid biosynthesis enzyme hmg-coa reductase of the archaeal orders thermoplasmatales and archaeoglobales. Mol Biol Evol 18:1378–1388CrossRef Boucher Y, Huber H, L’Haridon S, Stetter KO, Doolittle WF (2001) Bacterial origin for the isoprenoid biosynthesis enzyme hmg-coa reductase of the archaeal orders thermoplasmatales and archaeoglobales. Mol Biol Evol 18:1378–1388CrossRef
6.
Zurück zum Zitat Bouhss A, Trunkfield AE, Bugg TD, Mengin-Lecreulx D (2008) The biosynthesis of peptidoglycan lipid-linked intermediates. FEMS Microbiol Rev 32:208–233CrossRef Bouhss A, Trunkfield AE, Bugg TD, Mengin-Lecreulx D (2008) The biosynthesis of peptidoglycan lipid-linked intermediates. FEMS Microbiol Rev 32:208–233CrossRef
7.
Zurück zum Zitat Brown AC, Parish T (2008) Dxr is essential in Mycobacterium tuberculosis and fosmidomycin resistance is due to a lack of uptake. BMC Microbiol 8:78CrossRef Brown AC, Parish T (2008) Dxr is essential in Mycobacterium tuberculosis and fosmidomycin resistance is due to a lack of uptake. BMC Microbiol 8:78CrossRef
8.
Zurück zum Zitat Cane DE, Ikeda H (2012) Exploration and mining of the bacterial terpenome. Acc Chem Res 45:463–472CrossRef Cane DE, Ikeda H (2012) Exploration and mining of the bacterial terpenome. Acc Chem Res 45:463–472CrossRef
9.
Zurück zum Zitat Carretero-Paulet L, Lipska A, Perez-Gil J, Sangari FJ, Albert VA, Rodriguez-Concepcion M (2013) Evolutionary diversification and characterization of the eubacterial gene family encoding DXR type II, an alternative isoprenoid biosynthetic enzyme. BMC Evol Biol 13:180CrossRef Carretero-Paulet L, Lipska A, Perez-Gil J, Sangari FJ, Albert VA, Rodriguez-Concepcion M (2013) Evolutionary diversification and characterization of the eubacterial gene family encoding DXR type II, an alternative isoprenoid biosynthetic enzyme. BMC Evol Biol 13:180CrossRef
10.
Zurück zum Zitat Chen M, Poulter CD (2010) Characterization of thermophilic archaeal isopentenyl phosphate kinases. Biochemistry 49:207–217CrossRef Chen M, Poulter CD (2010) Characterization of thermophilic archaeal isopentenyl phosphate kinases. Biochemistry 49:207–217CrossRef
11.
Zurück zum Zitat Chew AG, Bryant DA (2007) Chlorophyll biosynthesis in bacteria: the origins of structural and functional diversity. Annu Rev Microbiol 61:113–129CrossRef Chew AG, Bryant DA (2007) Chlorophyll biosynthesis in bacteria: the origins of structural and functional diversity. Annu Rev Microbiol 61:113–129CrossRef
12.
Zurück zum Zitat Dairi T (2005) Studies on biosynthetic genes and enzymes of isoprenoids produced by actinomycetes. J Antibiot 58:227–243CrossRef Dairi T (2005) Studies on biosynthetic genes and enzymes of isoprenoids produced by actinomycetes. J Antibiot 58:227–243CrossRef
13.
Zurück zum Zitat Dairi T (2013) Biosynthetic genes and enzymes of isoprenoids produced by Actinomycetes. In: Bach T, Rohmer M (eds) Isoprenoid synthesis in plants and microorganisms. Springer, New York, pp 29–49 Dairi T (2013) Biosynthetic genes and enzymes of isoprenoids produced by Actinomycetes. In: Bach T, Rohmer M (eds) Isoprenoid synthesis in plants and microorganisms. Springer, New York, pp 29–49
14.
Zurück zum Zitat Dellas N, Thomas ST, Manning G, Noel JP (2013) Discovery of a metabolic alternative to the classical mevalonate pathway. eLife 2:e00672CrossRef Dellas N, Thomas ST, Manning G, Noel JP (2013) Discovery of a metabolic alternative to the classical mevalonate pathway. eLife 2:e00672CrossRef
15.
Zurück zum Zitat Durbecq V, Sainz G, Oudjama Y, Clantin B, Bompard-Gilles C, Tricot C, Caillet J, Stalon V, Droogmans L, Villeret V (2001) Crystal structure of isopentenyl diphosphate:dimethylallyl diphosphate isomerase. Embo J 20:1530–1537CrossRef Durbecq V, Sainz G, Oudjama Y, Clantin B, Bompard-Gilles C, Tricot C, Caillet J, Stalon V, Droogmans L, Villeret V (2001) Crystal structure of isopentenyl diphosphate:dimethylallyl diphosphate isomerase. Embo J 20:1530–1537CrossRef
16.
Zurück zum Zitat Eberl M, Jomaa H (2003) A genetic basis for human gammadelta T-cell reactivity towards microbial pathogens. Trends Immunol 24:407–409CrossRef Eberl M, Jomaa H (2003) A genetic basis for human gammadelta T-cell reactivity towards microbial pathogens. Trends Immunol 24:407–409CrossRef
17.
Zurück zum Zitat Erb TJ, Evans BS, Cho K, Warlick BP, Sriram J, Wood BM, Imker HJ, Sweedler JV, Tabita FR, Gerlt JA (2012) A RubisCO-like protein links SAM metabolism with isoprenoid biosynthesis. Nat Chem Biol 8:926–932CrossRef Erb TJ, Evans BS, Cho K, Warlick BP, Sriram J, Wood BM, Imker HJ, Sweedler JV, Tabita FR, Gerlt JA (2012) A RubisCO-like protein links SAM metabolism with isoprenoid biosynthesis. Nat Chem Biol 8:926–932CrossRef
18.
Zurück zum Zitat Ershov YV, Gantt RR, Cunningham FX Jr, Gantt E (2002) Isoprenoid biosynthesis in Synechocystis sp. strain PCC6803 is stimulated by compounds of the pentose phosphate cycle but not by pyruvate or deoxyxylulose-5-phosphate. J Bacteriol 184:5045–5051CrossRef Ershov YV, Gantt RR, Cunningham FX Jr, Gantt E (2002) Isoprenoid biosynthesis in Synechocystis sp. strain PCC6803 is stimulated by compounds of the pentose phosphate cycle but not by pyruvate or deoxyxylulose-5-phosphate. J Bacteriol 184:5045–5051CrossRef
19.
Zurück zum Zitat Fuhrman JA, Schwalbach MS, Stingl U (2008) Proteorhodopsins: an array of physiological roles? Nature reviews. Microbiology 6:488–494 Fuhrman JA, Schwalbach MS, Stingl U (2008) Proteorhodopsins: an array of physiological roles? Nature reviews. Microbiology 6:488–494
20.
Zurück zum Zitat Fujisaki S, Ohnuma S, Horiuchi T, Takahashi I, Tsukui S, Nishimura Y, Nishino T, Kitabatake M, Inokuchi H (1996) Cloning of a gene from Escherichia coli that confers resistance to fosmidomycin as a consequence of amplification. Gene 175:83–87CrossRef Fujisaki S, Ohnuma S, Horiuchi T, Takahashi I, Tsukui S, Nishimura Y, Nishino T, Kitabatake M, Inokuchi H (1996) Cloning of a gene from Escherichia coli that confers resistance to fosmidomycin as a consequence of amplification. Gene 175:83–87CrossRef
21.
Zurück zum Zitat Grochowski LL, Xu H, White RH (2006) Methanocaldococcus jannaschii uses a modified mevalonate pathway for biosynthesis of isopentenyl diphosphate. J Bacteriol 188:3192–3198CrossRef Grochowski LL, Xu H, White RH (2006) Methanocaldococcus jannaschii uses a modified mevalonate pathway for biosynthesis of isopentenyl diphosphate. J Bacteriol 188:3192–3198CrossRef
22.
Zurück zum Zitat Grote M, O’Malley MA (2011) Enlightening the life sciences: the history of halobacterial and microbial rhodopsin research. FEMS Microbiol Rev 35:1082–1099CrossRef Grote M, O’Malley MA (2011) Enlightening the life sciences: the history of halobacterial and microbial rhodopsin research. FEMS Microbiol Rev 35:1082–1099CrossRef
23.
Zurück zum Zitat Hederstedt L (2012) Heme A biosynthesis. Biochimica et biophysica acta 1817:920–927CrossRef Hederstedt L (2012) Heme A biosynthesis. Biochimica et biophysica acta 1817:920–927CrossRef
24.
Zurück zum Zitat Kaneda K, Kuzuyama T, Takagi M, Hayakawa Y, Seto H (2001) An unusual isopentenyl diphosphate isomerase found in the mevalonate pathway gene cluster from Streptomyces sp. strain CL190. Proc Natl Acad Sci USA 98:932–937CrossRef Kaneda K, Kuzuyama T, Takagi M, Hayakawa Y, Seto H (2001) An unusual isopentenyl diphosphate isomerase found in the mevalonate pathway gene cluster from Streptomyces sp. strain CL190. Proc Natl Acad Sci USA 98:932–937CrossRef
25.
Zurück zum Zitat Kaneko T, Sato S, Kotani H, Tanaka A, Asamizu E, Nakamura Y, Miyajima N, Hirosawa M, Sugiura M, Sasamoto S, Kimura T, Hosouchi T, Matsuno A, Muraki A, Nakazaki N, Naruo K, Okumura S, Shimpo S, Takeuchi C, Wada T, Watanabe A, Yamada M, Yasuda M, Tabata S (1996) Sequence analysis of the genome of the unicellular cyanobacterium Synechocystis sp. strain PCC6803. II. Sequence determination of the entire genome and assignment of potential protein-coding regions. DNA Res 3:109–136CrossRef Kaneko T, Sato S, Kotani H, Tanaka A, Asamizu E, Nakamura Y, Miyajima N, Hirosawa M, Sugiura M, Sasamoto S, Kimura T, Hosouchi T, Matsuno A, Muraki A, Nakazaki N, Naruo K, Okumura S, Shimpo S, Takeuchi C, Wada T, Watanabe A, Yamada M, Yasuda M, Tabata S (1996) Sequence analysis of the genome of the unicellular cyanobacterium Synechocystis sp. strain PCC6803. II. Sequence determination of the entire genome and assignment of potential protein-coding regions. DNA Res 3:109–136CrossRef
26.
Zurück zum Zitat Kannenberg EL, Poralla K (1999) Hopanoid biosynthesis and function in bacteria. Naturwissenschaften 86:168–176CrossRef Kannenberg EL, Poralla K (1999) Hopanoid biosynthesis and function in bacteria. Naturwissenschaften 86:168–176CrossRef
27.
Zurück zum Zitat Kawamukai M (2002) Biosynthesis, bioproduction and novel roles of ubiquinone. J Biosci Bioeng 94:511–517CrossRef Kawamukai M (2002) Biosynthesis, bioproduction and novel roles of ubiquinone. J Biosci Bioeng 94:511–517CrossRef
28.
Zurück zum Zitat Koga Y, Morii H (2007) Biosynthesis of ether-type polar lipids in archaea and evolutionary considerations. Microbiol Mol Biol Rev MMBR 71:97–120CrossRef Koga Y, Morii H (2007) Biosynthesis of ether-type polar lipids in archaea and evolutionary considerations. Microbiol Mol Biol Rev MMBR 71:97–120CrossRef
29.
Zurück zum Zitat Kuzuyama T, Seto H (2003) Diversity of the biosynthesis of the isoprene units. Nat Prod Rep 20:171–183CrossRef Kuzuyama T, Seto H (2003) Diversity of the biosynthesis of the isoprene units. Nat Prod Rep 20:171–183CrossRef
30.
Zurück zum Zitat Kuzuyama T, Shimizu T, Takahashi S, Seto H (1998) Fosmidomycin, a specific inhibitor of 1-Deoxy-d-Xylulose 5-phosphate reductoisomerase in the nonmevalonate pathway for terpenoid biosynthesis. Tetrahedron Lett 39:7913–7916CrossRef Kuzuyama T, Shimizu T, Takahashi S, Seto H (1998) Fosmidomycin, a specific inhibitor of 1-Deoxy-d-Xylulose 5-phosphate reductoisomerase in the nonmevalonate pathway for terpenoid biosynthesis. Tetrahedron Lett 39:7913–7916CrossRef
31.
Zurück zum Zitat Laupitz R, Hecht S, Amslinger S, Zepeck F, Kaiser J, Richter G, Schramek N, Steinbacher S, Huber R, Arigoni D, Bacher A, Eisenreich W, Rohdich F (2004) Biochemical characterization of Bacillus subtilis type II isopentenyl diphosphate isomerase, and phylogenetic distribution of isoprenoid biosynthesis pathways. Eur J Biochem 271:2658–2669CrossRef Laupitz R, Hecht S, Amslinger S, Zepeck F, Kaiser J, Richter G, Schramek N, Steinbacher S, Huber R, Arigoni D, Bacher A, Eisenreich W, Rohdich F (2004) Biochemical characterization of Bacillus subtilis type II isopentenyl diphosphate isomerase, and phylogenetic distribution of isoprenoid biosynthesis pathways. Eur J Biochem 271:2658–2669CrossRef
32.
Zurück zum Zitat Leonardi R, Roach PL (2004) Thiamine biosynthesis in Escherichia coli: in vitro reconstitution of the thiazole synthase activity. J Biol Chem 279:17054–17062CrossRef Leonardi R, Roach PL (2004) Thiamine biosynthesis in Escherichia coli: in vitro reconstitution of the thiazole synthase activity. J Biol Chem 279:17054–17062CrossRef
33.
Zurück zum Zitat Lombard J, Moreira D (2011) Origins and early evolution of the mevalonate pathway of isoprenoid biosynthesis in the three domains of life. Mol Biol Evol 28:87–99CrossRef Lombard J, Moreira D (2011) Origins and early evolution of the mevalonate pathway of isoprenoid biosynthesis in the three domains of life. Mol Biol Evol 28:87–99CrossRef
34.
Zurück zum Zitat Lovering AL, Safadi SS, Strynadka NC (2012) Structural perspective of peptidoglycan biosynthesis and assembly. Annu Rev Biochem 81:451–478CrossRef Lovering AL, Safadi SS, Strynadka NC (2012) Structural perspective of peptidoglycan biosynthesis and assembly. Annu Rev Biochem 81:451–478CrossRef
35.
Zurück zum Zitat Mabanglo MF, Schubert HL, Chen M, Hill CP, Poulter CD (2010) X-ray structures of isopentenyl phosphate kinase. ACS Chem Biol 5:517–527CrossRef Mabanglo MF, Schubert HL, Chen M, Hill CP, Poulter CD (2010) X-ray structures of isopentenyl phosphate kinase. ACS Chem Biol 5:517–527CrossRef
36.
Zurück zum Zitat Maeda I, Inaba A, Koike H, Yoneyama K, Ueda S, Yoshida K (2013) Acyclic carotenoid and cyclic apocarotenoid cleavage by an orthologue of lignostilbene-alpha, beta-dioxygenase in Rhodopseudomonas palustris. J Biochem 154:449–454CrossRef Maeda I, Inaba A, Koike H, Yoneyama K, Ueda S, Yoshida K (2013) Acyclic carotenoid and cyclic apocarotenoid cleavage by an orthologue of lignostilbene-alpha, beta-dioxygenase in Rhodopseudomonas palustris. J Biochem 154:449–454CrossRef
37.
Zurück zum Zitat Maresca JA, Graham JE, Bryant DA (2008) The biochemical basis for structural diversity in the carotenoids of chlorophototrophic bacteria. Photosynth Res 97:121–140CrossRef Maresca JA, Graham JE, Bryant DA (2008) The biochemical basis for structural diversity in the carotenoids of chlorophototrophic bacteria. Photosynth Res 97:121–140CrossRef
38.
Zurück zum Zitat Matsumi R, Atomi H, Driessen AJ, van der Oost J (2011) Isoprenoid biosynthesis in Archaea–biochemical and evolutionary implications. Res Microbiol 162:39–52CrossRef Matsumi R, Atomi H, Driessen AJ, van der Oost J (2011) Isoprenoid biosynthesis in Archaea–biochemical and evolutionary implications. Res Microbiol 162:39–52CrossRef
39.
Zurück zum Zitat Meganathan R (2001) Ubiquinone biosynthesis in microorganisms. FEMS Microbiol Lett 203:131–139CrossRef Meganathan R (2001) Ubiquinone biosynthesis in microorganisms. FEMS Microbiol Lett 203:131–139CrossRef
40.
Zurück zum Zitat Mogi T, Saiki K, Anraku Y (1994) Biosynthesis and functional role of haem O and haem A. Mol Microbiol 14:391–398CrossRef Mogi T, Saiki K, Anraku Y (1994) Biosynthesis and functional role of haem O and haem A. Mol Microbiol 14:391–398CrossRef
41.
Zurück zum Zitat Mukherjee T, Hanes J, Tews I, Ealick SE, Begley TP (2011) Pyridoxal phosphate: biosynthesis and catabolism. Biochim Biophys Acta 1814:1585–1596CrossRef Mukherjee T, Hanes J, Tews I, Ealick SE, Begley TP (2011) Pyridoxal phosphate: biosynthesis and catabolism. Biochim Biophys Acta 1814:1585–1596CrossRef
42.
Zurück zum Zitat Perez-Gil J, Calisto BM, Behrendt C, Kurz T, Fita I, Rodriguez-Concepcion M (2012) Crystal structure of Brucella abortus deoxyxylulose-5-phosphate reductoisomerase-like (DRL) enzyme involved in isoprenoid biosynthesis. J Biol Chem 287:15803–15809CrossRef Perez-Gil J, Calisto BM, Behrendt C, Kurz T, Fita I, Rodriguez-Concepcion M (2012) Crystal structure of Brucella abortus deoxyxylulose-5-phosphate reductoisomerase-like (DRL) enzyme involved in isoprenoid biosynthesis. J Biol Chem 287:15803–15809CrossRef
43.
Zurück zum Zitat Perez-Gil J, Uros EM, Sauret-Gueto S, Lois LM, Kirby J, Nishimoto M, Baidoo EE, Keasling JD, Boronat A, Rodriguez-Concepcion M (2012) Mutations in Escherichia coli aceE and ribB genes allow survival of strains defective in the first step of the isoprenoid biosynthesis pathway. PloS one 7:e43775CrossRef Perez-Gil J, Uros EM, Sauret-Gueto S, Lois LM, Kirby J, Nishimoto M, Baidoo EE, Keasling JD, Boronat A, Rodriguez-Concepcion M (2012) Mutations in Escherichia coli aceE and ribB genes allow survival of strains defective in the first step of the isoprenoid biosynthesis pathway. PloS one 7:e43775CrossRef
44.
Zurück zum Zitat Persson BC, Esberg B, Olafsson O, Bjork GR (1994) Synthesis and function of isopentenyl adenosine derivatives in tRNA. Biochimie 76:1152–1160CrossRef Persson BC, Esberg B, Olafsson O, Bjork GR (1994) Synthesis and function of isopentenyl adenosine derivatives in tRNA. Biochimie 76:1152–1160CrossRef
45.
Zurück zum Zitat Phillips MA, Leon P, Boronat A, Rodriguez-Concepcion M (2008) The plastidial MEP pathway: unified nomenclature and resources. Trends Plant Sci 13:619–623CrossRef Phillips MA, Leon P, Boronat A, Rodriguez-Concepcion M (2008) The plastidial MEP pathway: unified nomenclature and resources. Trends Plant Sci 13:619–623CrossRef
46.
Zurück zum Zitat Poliquin K, Ershov YV, Cunningham FX Jr, Woreta TT, Gantt RR, Gantt E (2004) Inactivation of sll1556 in Synechocystis strain PCC 6803 impairs isoprenoid biosynthesis from pentose phosphate cycle substrates in vitro. J Bacteriol 186:4685–4693CrossRef Poliquin K, Ershov YV, Cunningham FX Jr, Woreta TT, Gantt RR, Gantt E (2004) Inactivation of sll1556 in Synechocystis strain PCC 6803 impairs isoprenoid biosynthesis from pentose phosphate cycle substrates in vitro. J Bacteriol 186:4685–4693CrossRef
47.
Zurück zum Zitat Rodriguez-Concepcion M, Boronat A (2013) Isoprenoid biosynthesis in prokaryotic organisms. In: Bach T, Rohmer M (eds) Isoprenoid synthesis in plants and microorganisms. Springer, New York, pp 1–16 Rodriguez-Concepcion M, Boronat A (2013) Isoprenoid biosynthesis in prokaryotic organisms. In: Bach T, Rohmer M (eds) Isoprenoid synthesis in plants and microorganisms. Springer, New York, pp 1–16
48.
Zurück zum Zitat Rodríguez-Concepción M, Boronat A (2002) Elucidation of the methylerythritol phosphate pathway for isoprenoid biosynthesis in bacteria and plastids. A metabolic milestone achieved through genomics. Plant Physiol 130:1079–1089CrossRef Rodríguez-Concepción M, Boronat A (2002) Elucidation of the methylerythritol phosphate pathway for isoprenoid biosynthesis in bacteria and plastids. A metabolic milestone achieved through genomics. Plant Physiol 130:1079–1089CrossRef
49.
Zurück zum Zitat Rohmer M (2008) From molecular fossils of bacterial hopanoids to the formation of isoprene units: discovery and elucidation of the methylerythritol phosphate pathway. Lipids 43:1095–1107CrossRef Rohmer M (2008) From molecular fossils of bacterial hopanoids to the formation of isoprene units: discovery and elucidation of the methylerythritol phosphate pathway. Lipids 43:1095–1107CrossRef
50.
Zurück zum Zitat Rothman SC, Johnston JB, Lee S, Walker JR, Poulter CD (2008) Type II isopentenyl diphosphate isomerase: irreversible inactivation by covalent modification of flavin. J Am Chem Soc 130:4906–4913CrossRef Rothman SC, Johnston JB, Lee S, Walker JR, Poulter CD (2008) Type II isopentenyl diphosphate isomerase: irreversible inactivation by covalent modification of flavin. J Am Chem Soc 130:4906–4913CrossRef
51.
Zurück zum Zitat Sakamoto Y, Furukawa S, Ogihara H, Yamasaki M (2003) Fosmidomycin resistance in adenylate cyclase deficient (cya) mutants of Escherichia coli. Biosci Biotechnol Biochem 67:2030–2033CrossRef Sakamoto Y, Furukawa S, Ogihara H, Yamasaki M (2003) Fosmidomycin resistance in adenylate cyclase deficient (cya) mutants of Escherichia coli. Biosci Biotechnol Biochem 67:2030–2033CrossRef
52.
Zurück zum Zitat Sangari FJ, Perez-Gil J, Carretero-Paulet L, Garcia-Lobo JM, Rodriguez-Concepcion M (2010) A new family of enzymes catalyzing the first committed step of the methylerythritol 4-phosphate (MEP) pathway for isoprenoid biosynthesis in bacteria. Proc Natl Acad Sci USA 107:14081–14086CrossRef Sangari FJ, Perez-Gil J, Carretero-Paulet L, Garcia-Lobo JM, Rodriguez-Concepcion M (2010) A new family of enzymes catalyzing the first committed step of the methylerythritol 4-phosphate (MEP) pathway for isoprenoid biosynthesis in bacteria. Proc Natl Acad Sci USA 107:14081–14086CrossRef
53.
Zurück zum Zitat Sauret-Güeto S, Uros EM, Ibanez E, Boronat A, Rodriguez-Concepcion M (2006) A mutant pyruvate dehydrogenase E1 subunit allows survival of Escherichia coli strains defective in 1-deoxy-D-xylulose 5-phosphate synthase. FEBS Lett 580:736–740CrossRef Sauret-Güeto S, Uros EM, Ibanez E, Boronat A, Rodriguez-Concepcion M (2006) A mutant pyruvate dehydrogenase E1 subunit allows survival of Escherichia coli strains defective in 1-deoxy-D-xylulose 5-phosphate synthase. FEBS Lett 580:736–740CrossRef
54.
Zurück zum Zitat Sharma NK, Pan JJ, Poulter CD (2010) Type II isopentenyl diphosphate isomerase: probing the mechanism with alkyne/allene diphosphate substrate analogues. Biochemistry 49:6228–6233CrossRef Sharma NK, Pan JJ, Poulter CD (2010) Type II isopentenyl diphosphate isomerase: probing the mechanism with alkyne/allene diphosphate substrate analogues. Biochemistry 49:6228–6233CrossRef
55.
Zurück zum Zitat Shindo K, Misawa N (2014) New and rare carotenoids isolated from marine bacteria and their antioxidant activities. Mar Drugs 12:1690–1698CrossRef Shindo K, Misawa N (2014) New and rare carotenoids isolated from marine bacteria and their antioxidant activities. Mar Drugs 12:1690–1698CrossRef
56.
Zurück zum Zitat Siedenburg G, Jendrossek D (2011) Squalene-hopene cyclases. Appl Environ Microbiol 77:3905–3915CrossRef Siedenburg G, Jendrossek D (2011) Squalene-hopene cyclases. Appl Environ Microbiol 77:3905–3915CrossRef
57.
Zurück zum Zitat Smit A, Mushegian A (2000) Biosynthesis of isoprenoids via mevalonate in Archaea: the lost pathway. Genome Res 10:1468–1484CrossRef Smit A, Mushegian A (2000) Biosynthesis of isoprenoids via mevalonate in Archaea: the lost pathway. Genome Res 10:1468–1484CrossRef
58.
Zurück zum Zitat Sui X, Kiser PD, Lintig J, Palczewski K (2013) Structural basis of carotenoid cleavage: from bacteria to mammals. Arch Biochem Biophys 539:203–213CrossRef Sui X, Kiser PD, Lintig J, Palczewski K (2013) Structural basis of carotenoid cleavage: from bacteria to mammals. Arch Biochem Biophys 539:203–213CrossRef
59.
Zurück zum Zitat Unno H, Yamashita S, Ikeda Y, Sekiguchi SY, Yoshida N, Yoshimura T, Kusunoki M, Nakayama T, Nishino T, Hemmi H (2009) New role of flavin as a general acid-base catalyst with no redox function in type 2 isopentenyl-diphosphate isomerase. J Biol Chem 284:9160–9167CrossRef Unno H, Yamashita S, Ikeda Y, Sekiguchi SY, Yoshida N, Yoshimura T, Kusunoki M, Nakayama T, Nishino T, Hemmi H (2009) New role of flavin as a general acid-base catalyst with no redox function in type 2 isopentenyl-diphosphate isomerase. J Biol Chem 284:9160–9167CrossRef
60.
Zurück zum Zitat Van Horn WD, Sanders CR (2012) Prokaryotic diacylglycerol kinase and undecaprenol kinase. Annu Rev Biophys 41:81–101CrossRef Van Horn WD, Sanders CR (2012) Prokaryotic diacylglycerol kinase and undecaprenol kinase. Annu Rev Biophys 41:81–101CrossRef
61.
Zurück zum Zitat Vannice JC, Skaff DA, Keightley A, Addo JK, Wyckoff GJ, Miziorko HM (2014) Identification in Haloferax volcanii of phosphomevalonate decarboxylase and isopentenyl phosphate kinase as catalysts of the terminal enzyme reactions in an archaeal alternate mevalonate pathway. J Bacteriol 196:1055–1063CrossRef Vannice JC, Skaff DA, Keightley A, Addo JK, Wyckoff GJ, Miziorko HM (2014) Identification in Haloferax volcanii of phosphomevalonate decarboxylase and isopentenyl phosphate kinase as catalysts of the terminal enzyme reactions in an archaeal alternate mevalonate pathway. J Bacteriol 196:1055–1063CrossRef
62.
Zurück zum Zitat Vollmer W, Blanot D, de Pedro MA (2008) Peptidoglycan structure and architecture. FEMS Microbiol Rev 32:149–167CrossRef Vollmer W, Blanot D, de Pedro MA (2008) Peptidoglycan structure and architecture. FEMS Microbiol Rev 32:149–167CrossRef
63.
Zurück zum Zitat Warlick BP, Evans BS, Erb TJ, Ramagopal UA, Sriram J, Imker HJ, Sauder JM, Bonanno JB, Burley SK, Tabita FR, Almo SC, Sweedler JS, Gerlt JA (2012) 1-methylthio-D-xylulose 5-phosphate methylsulfurylase: a novel route to 1-deoxy-D-xylulose 5-phosphate in Rhodospirillum rubrum. Biochemistry 51:8324–8326CrossRef Warlick BP, Evans BS, Erb TJ, Ramagopal UA, Sriram J, Imker HJ, Sauder JM, Bonanno JB, Burley SK, Tabita FR, Almo SC, Sweedler JS, Gerlt JA (2012) 1-methylthio-D-xylulose 5-phosphate methylsulfurylase: a novel route to 1-deoxy-D-xylulose 5-phosphate in Rhodospirillum rubrum. Biochemistry 51:8324–8326CrossRef
64.
Zurück zum Zitat Wouters J, Oudjama Y, Ghosh S, Stalon V, Droogmans L, Oldfield E (2003) Structure and mechanism of action of isopentenylpyrophosphate-dimethylallylpyrophosphate isomerase. J Am Chem Soc 125:3198–3199CrossRef Wouters J, Oudjama Y, Ghosh S, Stalon V, Droogmans L, Oldfield E (2003) Structure and mechanism of action of isopentenylpyrophosphate-dimethylallylpyrophosphate isomerase. J Am Chem Soc 125:3198–3199CrossRef
65.
Zurück zum Zitat Xiao Y, Savchenko T, Baidoo EE, Chehab WE, Hayden DM, Tolstikov V, Corwin JA, Kliebenstein DJ, Keasling JD, Dehesh K (2012) Retrograde signaling by the plastidial metabolite MEcPP regulates expression of nuclear stress-response genes. Cell 149:1525–1535CrossRef Xiao Y, Savchenko T, Baidoo EE, Chehab WE, Hayden DM, Tolstikov V, Corwin JA, Kliebenstein DJ, Keasling JD, Dehesh K (2012) Retrograde signaling by the plastidial metabolite MEcPP regulates expression of nuclear stress-response genes. Cell 149:1525–1535CrossRef
66.
Zurück zum Zitat Yamada Y, Cane DE, Ikeda H (2012) Diversity and analysis of bacterial terpene synthases. Methods Enzymol 515:123–162CrossRef Yamada Y, Cane DE, Ikeda H (2012) Diversity and analysis of bacterial terpene synthases. Methods Enzymol 515:123–162CrossRef
Metadaten
Titel
Terpenoid Biosynthesis in Prokaryotes
verfasst von
Albert Boronat
Manuel Rodríguez-Concepción
Copyright-Jahr
2015
DOI
https://doi.org/10.1007/10_2014_285

    Marktübersichten

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