메뉴 건너뛰기




Volumn 112, Issue 11, 2015, Pages 3205-3210

De novo production of the plant-derived alkaloid strictosidine in yeast

Author keywords

Catharanthus roseus; Monoterpene indole alkaloid; Saccharomyces cerevisiae; Secologanin; Strictosidine

Indexed keywords

CYTOCHROME P450; GERANIOL; INDOLE ALKALOID; LOGANIN; MONOTERPENE INDOLE ALKALOID; STRICTOSIDINE; TERPENE; UNCLASSIFIED DRUG; ALCOHOL DEHYDROGENASE; VINCA ALKALOID;

EID: 84925244299     PISSN: 00278424     EISSN: 10916490     Source Type: Journal    
DOI: 10.1073/pnas.1423555112     Document Type: Article
Times cited : (361)

References (47)
  • 1
    • 84866478822 scopus 로고    scopus 로고
    • Discovery and functional analysis of monoterpenoid indole alkaloid pathways in plants
    • De Luca V, Salim V, Levac D, Atsumi SM, Yu F (2012) Discovery and functional analysis of monoterpenoid indole alkaloid pathways in plants. Methods Enzymol 515:207-229.
    • (2012) Methods Enzymol , vol.515 , pp. 207-229
    • De Luca, V.1    Salim, V.2    Levac, D.3    Atsumi, S.M.4    Yu, F.5
  • 2
    • 33746520558 scopus 로고    scopus 로고
    • Chemistry and biology of monoterpene indole alkaloid biosynthesis
    • O'Connor SE, Maresh JJ (2006) Chemistry and biology of monoterpene indole alkaloid biosynthesis. Nat Prod Rep 23(4):532-547.
    • (2006) Nat Prod Rep , vol.23 , Issue.4 , pp. 532-547
    • O'Connor, S.E.1    Maresh, J.J.2
  • 3
    • 84897503982 scopus 로고    scopus 로고
    • Making iridoids/secoiridoids and monoterpenoid indole alkaloids: Progress on pathway elucidation
    • De Luca V, Salim V, Thamm A, Masada SA, Yu F (2014) Making iridoids/secoiridoids and monoterpenoid indole alkaloids: Progress on pathway elucidation. Curr Opin Plant Biol 19:35-42.
    • (2014) Curr Opin Plant Biol , vol.19 , pp. 35-42
    • De Luca, V.1    Salim, V.2    Thamm, A.3    Masada, S.A.4    Yu, F.5
  • 4
    • 84872772908 scopus 로고    scopus 로고
    • A remarkable series of vinblastine analogues displaying enhanced activity and an unprecedented tubulin binding steric tolerance: C20' urea derivatives
    • Leggans EK, Duncan KK, Barker TJ, Schleicher KD, Boger DL (2013) A remarkable series of vinblastine analogues displaying enhanced activity and an unprecedented tubulin binding steric tolerance: C20' urea derivatives. J Med Chem 56(3):628-639.
    • (2013) J Med Chem , vol.56 , Issue.3 , pp. 628-639
    • Leggans, E.K.1    Duncan, K.K.2    Barker, T.J.3    Schleicher, K.D.4    Boger, D.L.5
  • 6
    • 40149110727 scopus 로고    scopus 로고
    • Direct coupling of catharanthine and vindoline to provide vinblastine: Total synthesis of (+)- and ent-(-)-vinblastine
    • Ishikawa H, Colby DA, Boger DL (2008) Direct coupling of catharanthine and vindoline to provide vinblastine: Total synthesis of (+)- and ent-(-)-vinblastine. J Am Chem Soc 130(2):420-421.
    • (2008) J Am Chem Soc , vol.130 , Issue.2 , pp. 420-421
    • Ishikawa, H.1    Colby, D.A.2    Boger, D.L.3
  • 8
    • 84866489051 scopus 로고    scopus 로고
    • Strategies for engineering plant natural products: The iridoid-derived monoterpene indole alkaloids of Catharanthus roseus
    • O'Connor SE (2012) Strategies for engineering plant natural products: The iridoid-derived monoterpene indole alkaloids of Catharanthus roseus. Methods Enzymol 515:189-206.
    • (2012) Methods Enzymol , vol.515 , pp. 189-206
    • O'Connor, S.E.1
  • 9
    • 84863116515 scopus 로고    scopus 로고
    • Modular pathway engineering of diterpenoid synthases and the mevalonic acid pathway for miltiradiene production
    • Zhou YJ, et al. (2012) Modular pathway engineering of diterpenoid synthases and the mevalonic acid pathway for miltiradiene production. J Am Chem Soc 134(6):3234-3241.
    • (2012) J Am Chem Soc , vol.134 , Issue.6 , pp. 3234-3241
    • Zhou, Y.J.1
  • 10
    • 33645405138 scopus 로고
    • Biosynthesis of anti-tumor alkaloids from Catharanthus roseus - Conversion of 20'-deoxyleurosidine into vinblastine
    • Gueritte F, Bac NV, Langlois Y, Potier P (1980) Biosynthesis of anti-tumor alkaloids from Catharanthus roseus - conversion of 20'-deoxyleurosidine into vinblastine. J Chem Soc Chem Comm 1980(10):452-453.
    • (1980) J Chem Soc Chem Comm , vol.1980 , Issue.10 , pp. 452-453
    • Gueritte, F.1    Bac, N.V.2    Langlois, Y.3    Potier, P.4
  • 11
    • 44949247292 scopus 로고    scopus 로고
    • Microbial production of plant benzylisoquinoline alkaloids
    • Minami H, et al. (2008) Microbial production of plant benzylisoquinoline alkaloids. Proc Natl Acad Sci USA 105(21):7393-7398.
    • (2008) Proc Natl Acad Sci USA , vol.105 , Issue.21 , pp. 7393-7398
    • Minami, H.1
  • 12
    • 84893351504 scopus 로고    scopus 로고
    • Combinatorial biosynthesis of sapogenins and saponins in Saccharomyces cerevisiae using a C-16α hydroxylase from Bupleurum falcatum
    • Moses T, et al. (2014) Combinatorial biosynthesis of sapogenins and saponins in Saccharomyces cerevisiae using a C-16α hydroxylase from Bupleurum falcatum. Proc Natl Acad Sci USA 111(4):1634-1639.
    • (2014) Proc Natl Acad Sci USA , vol.111 , Issue.4 , pp. 1634-1639
    • Moses, T.1
  • 13
    • 79958715193 scopus 로고    scopus 로고
    • Optimization of a heterologous pathway for the production of flavonoids from glucose
    • Santos CN, Koffas M, Stephanopoulos G (2011) Optimization of a heterologous pathway for the production of flavonoids from glucose. Metab Eng 13(4):392-400.
    • (2011) Metab Eng , vol.13 , Issue.4 , pp. 392-400
    • Santos, C.N.1    Koffas, M.2    Stephanopoulos, G.3
  • 14
    • 84922803616 scopus 로고    scopus 로고
    • (R,S)-tetrahydropapaveroline production by stepwise fermentation using engineered Escherichia coli
    • Nakagawa A, et al. (2014) (R,S)-Tetrahydropapaveroline production by stepwise fermentation using engineered Escherichia coli. Sci Rep 4:6695.
    • (2014) Sci Rep , vol.4 , pp. 6695
    • Nakagawa, A.1
  • 15
    • 49949088247 scopus 로고    scopus 로고
    • Production of benzylisoquinoline alkaloids in Saccharomyces cerevisiae
    • Hawkins KM, Smolke CD (2008) Production of benzylisoquinoline alkaloids in Saccharomyces cerevisiae. Nat Chem Biol 4(9):564-573.
    • (2008) Nat Chem Biol , vol.4 , Issue.9 , pp. 564-573
    • Hawkins, K.M.1    Smolke, C.D.2
  • 16
    • 33645870422 scopus 로고    scopus 로고
    • Production of the antimalarial drug precursor artemisinic acid in engineered yeast
    • Ro D-K, et al. (2006) Production of the antimalarial drug precursor artemisinic acid in engineered yeast. Nature 440(7086):940-943.
    • (2006) Nature , vol.440 , Issue.7086 , pp. 940-943
    • Ro, D.-K.1
  • 17
    • 77957329119 scopus 로고    scopus 로고
    • Isoprenoid pathway optimization for Taxol precursor overproduction in Escherichia coli
    • Ajikumar PK, et al. (2010) Isoprenoid pathway optimization for Taxol precursor overproduction in Escherichia coli. Science 330(6000):70-74.
    • (2010) Science , vol.330 , Issue.6000 , pp. 70-74
    • Ajikumar, P.K.1
  • 18
    • 84886486790 scopus 로고    scopus 로고
    • Metabolic engineering of Saccharomyces cerevisiae for production of ginsenosides
    • Dai Z, et al. (2013) Metabolic engineering of Saccharomyces cerevisiae for production of ginsenosides. Metab Eng 20:146-156.
    • (2013) Metab Eng , vol.20 , pp. 146-156
    • Dai, Z.1
  • 19
    • 84910056833 scopus 로고    scopus 로고
    • Reconstitution of a 10-gene pathway for synthesis of the plant alkaloid dihydrosanguinarine in Saccharomyces cerevisiae
    • Fossati E, et al. (2014) Reconstitution of a 10-gene pathway for synthesis of the plant alkaloid dihydrosanguinarine in Saccharomyces cerevisiae. Nat Commun 5:3283.
    • (2014) Nat Commun , vol.5 , pp. 3283
    • Fossati, E.1
  • 21
    • 79959424209 scopus 로고    scopus 로고
    • Metabolic engineering for the production of natural products
    • Pickens LB, Tang Y, Chooi Y-H (2011) Metabolic engineering for the production of natural products. Annu Rev Chem Biomol Eng 2:211-236.
    • (2011) Annu Rev Chem Biomol Eng , vol.2 , pp. 211-236
    • Pickens, L.B.1    Tang, Y.2    Chooi, Y.-H.3
  • 22
    • 84857053335 scopus 로고    scopus 로고
    • Introduction and expression of genes for metabolic engineering applications in Saccharomyces cerevisiae
    • Da Silva NA, Srikrishnan S (2012) Introduction and expression of genes for metabolic engineering applications in Saccharomyces cerevisiae. FEMS Yeast Res 12(2):197-214.
    • (2012) FEMS Yeast Res , vol.12 , Issue.2 , pp. 197-214
    • Da Silva, N.A.1    Srikrishnan, S.2
  • 23
    • 0029776005 scopus 로고    scopus 로고
    • Yeast expression of animal and plant P450s in optimized redox environments
    • Pompon D, Louerat B, Bronine A, Urban P (1996) Yeast expression of animal and plant P450s in optimized redox environments. Methods Enzymol 272:51-64.
    • (1996) Methods Enzymol , vol.272 , pp. 51-64
    • Pompon, D.1    Louerat, B.2    Bronine, A.3    Urban, P.4
  • 24
    • 84898435107 scopus 로고    scopus 로고
    • A look inside an alkaloid multisite plant: The Catharanthus logistics
    • Courdavault V, et al. (2014) A look inside an alkaloid multisite plant: The Catharanthus logistics. Curr Opin Plant Biol 19:43-50.
    • (2014) Curr Opin Plant Biol , vol.19 , pp. 43-50
    • Courdavault, V.1
  • 25
    • 84922067763 scopus 로고    scopus 로고
    • A microbial biomanufacturing platform for natural and semisynthetic opioids
    • Thodey K, Galanie S, Smolke CD (2014) A microbial biomanufacturing platform for natural and semisynthetic opioids. Nat Chem Biol 10(10):837-844.
    • (2014) Nat Chem Biol , vol.10 , Issue.10 , pp. 837-844
    • Thodey, K.1    Galanie, S.2    Smolke, C.D.3
  • 26
    • 79251574154 scopus 로고    scopus 로고
    • Improving yeast strains using recyclable integration cassettes, for the production of plant terpenoids
    • Ignea C, et al. (2011) Improving yeast strains using recyclable integration cassettes, for the production of plant terpenoids. Microb Cell Fact 10:4.
    • (2011) Microb Cell Fact , vol.10 , pp. 4
    • Ignea, C.1
  • 27
    • 84888839377 scopus 로고    scopus 로고
    • Overproduction of geraniol by enhanced precursor supply in Saccharomyces cerevisiae
    • Liu J, Zhang W, Du G, Chen J, Zhou J (2013) Overproduction of geraniol by enhanced precursor supply in Saccharomyces cerevisiae. J Biotechnol 168(4):446-451.
    • (2013) J Biotechnol , vol.168 , Issue.4 , pp. 446-451
    • Liu, J.1    Zhang, W.2    Du, G.3    Chen, J.4    Zhou, J.5
  • 29
    • 0036715422 scopus 로고    scopus 로고
    • Geranyl diphosphate synthase from Abies grandis: cDNA isolation, functional expression, and characterization
    • Burke C, Croteau R (2002) Geranyl diphosphate synthase from Abies grandis: cDNA isolation, functional expression, and characterization. Arch Biochem Biophys 405(1):130-136.
    • (2002) Arch Biochem Biophys , vol.405 , Issue.1 , pp. 130-136
    • Burke, C.1    Croteau, R.2
  • 30
    • 0034687808 scopus 로고    scopus 로고
    • Farnesyl diphosphate synthase. Altering the catalytic site to select for geranyl diphosphate activity
    • Stanley Fernandez SM, Kellogg BA, Poulter CD (2000) Farnesyl diphosphate synthase. Altering the catalytic site to select for geranyl diphosphate activity. Biochemistry 39(50):15316-15321.
    • (2000) Biochemistry , vol.39 , Issue.50 , pp. 15316-15321
    • Stanley Fernandez, S.M.1    Kellogg, B.A.2    Poulter, C.D.3
  • 31
    • 84955315667 scopus 로고    scopus 로고
    • The seco-iridoid pathway from Catharanthus roseus
    • Miettinen K, et al. (2014) The seco-iridoid pathway from Catharanthus roseus. Nat Commun 5:3606.
    • (2014) Nat Commun , vol.5 , pp. 3606
    • Miettinen, K.1
  • 32
    • 33750623278 scopus 로고    scopus 로고
    • Elevation of glucose 6-phosphate dehydrogenase activity increases xylitol production in recombinant Saccharomyces cerevisiae
    • Kwon DH, et al. (2006) Elevation of glucose 6-phosphate dehydrogenase activity increases xylitol production in recombinant Saccharomyces cerevisiae. J Mol Catal B Enzym 43(1-4):86-89.
    • (2006) J Mol Catal B Enzym , vol.43 , Issue.1-4 , pp. 86-89
    • Kwon, D.H.1
  • 34
    • 0037306331 scopus 로고    scopus 로고
    • The many roles of cytochrome b5
    • Schenkman JB, Jansson I (2003) The many roles of cytochrome b5. Pharmacol Ther 97(2):139-152.
    • (2003) Pharmacol Ther , vol.97 , Issue.2 , pp. 139-152
    • Schenkman, J.B.1    Jansson, I.2
  • 35
    • 84876784070 scopus 로고    scopus 로고
    • High-level semi-synthetic production of the potent antimalarial artemisinin
    • Paddon CJ, et al. (2013) High-level semi-synthetic production of the potent antimalarial artemisinin. Nature 496(7446):528-532.
    • (2013) Nature , vol.496 , Issue.7446 , pp. 528-532
    • Paddon, C.J.1
  • 36
    • 0032726417 scopus 로고    scopus 로고
    • Configurative correlation and conformational analysis of strictosidine and vincoside derivatives
    • Patthy-Lukats A, Kocsis A, Szabo LF, Podanyi B (1999) Configurative correlation and conformational analysis of strictosidine and vincoside derivatives. J Nat Prod 62(11):1492-1499.
    • (1999) J Nat Prod , vol.62 , Issue.11 , pp. 1492-1499
    • Patthy-Lukats, A.1    Kocsis, A.2    Szabo, L.F.3    Podanyi, B.4
  • 37
    • 84871712799 scopus 로고    scopus 로고
    • Genetic analysis of geraniol metabolism during fermentation
    • Steyer D, et al. (2013) Genetic analysis of geraniol metabolism during fermentation. Food Microbiol 33(2):228-234.
    • (2013) Food Microbiol , vol.33 , Issue.2 , pp. 228-234
    • Steyer, D.1
  • 38
    • 84897110959 scopus 로고    scopus 로고
    • 7-Deoxyloganetic acid synthase catalyzes a key 3 step oxidation to form 7-deoxyloganetic acid in Catharanthus roseus iridoid biosynthesis
    • Salim V, Wiens B, Masada-Atsumi S, Yu F, De Luca V (2014) 7-Deoxyloganetic acid synthase catalyzes a key 3 step oxidation to form 7-deoxyloganetic acid in Catharanthus roseus iridoid biosynthesis. Phytochemistry 101:23-31.
    • (2014) Phytochemistry , vol.101 , pp. 23-31
    • Salim, V.1    Wiens, B.2    Masada-Atsumi, S.3    Yu, F.4    De Luca, V.5
  • 39
    • 84923089708 scopus 로고    scopus 로고
    • Terpenoid biosynthesis off the beaten track: Unconventional cyclases and their impact on biomimetic synthesis
    • Baunach M, Franke J, Hertweck C (2014) Terpenoid biosynthesis off the beaten track: Unconventional cyclases and their impact on biomimetic synthesis. Angew Chem Int Ed Engl, 10.1002/anie.201407883.
    • (2014) Angew Chem Int Ed Engl
    • Baunach, M.1    Franke, J.2    Hertweck, C.3
  • 40
    • 84900869235 scopus 로고    scopus 로고
    • Engineering monoterpene production in yeast using a synthetic dominant negative geranyl diphosphate synthase
    • Ignea C, Pontini M, Maffei ME, Makris AM, Kampranis SC (2014) Engineering monoterpene production in yeast using a synthetic dominant negative geranyl diphosphate synthase. ACS Synth Biol 3(5):298-306.
    • (2014) ACS Synth Biol , vol.3 , Issue.5 , pp. 298-306
    • Ignea, C.1    Pontini, M.2    Maffei, M.E.3    Makris, A.M.4    Kampranis, S.C.5
  • 42
    • 84911903392 scopus 로고    scopus 로고
    • Conversion of substrate analogs suggests a Michael cyclization in iridoid biosynthesis
    • Lindner S, Geu-Flores F, Bräse S, Sherden NH, O'Connor SE (2014) Conversion of substrate analogs suggests a Michael cyclization in iridoid biosynthesis. Chem Biol 21(11):1452-1456.
    • (2014) Chem Biol , vol.21 , Issue.11 , pp. 1452-1456
    • Lindner, S.1    Geu-Flores, F.2    Bräse, S.3    Sherden, N.H.4    O'Connor, S.E.5
  • 43
    • 78751528914 scopus 로고    scopus 로고
    • A vector set for systematic metabolic engineering in Saccharomyces cerevisiae
    • Fang F, et al. (2011) A vector set for systematic metabolic engineering in Saccharomyces cerevisiae. Yeast 28(2):123-136.
    • (2011) Yeast , vol.28 , Issue.2 , pp. 123-136
    • Fang, F.1
  • 44
    • 84870570366 scopus 로고    scopus 로고
    • An alternative route to cyclic terpenes by reductive cyclization in iridoid biosynthesis
    • Geu-Flores F, et al. (2012) An alternative route to cyclic terpenes by reductive cyclization in iridoid biosynthesis. Nature 492(7427):138-142.
    • (2012) Nature , vol.492 , Issue.7427 , pp. 138-142
    • Geu-Flores, F.1
  • 45
    • 0034892702 scopus 로고    scopus 로고
    • Biotransformation of tryptamine and secologanin into plant terpenoid indole alkaloids by transgenic yeast
    • Geerlings A, et al. (2001) Biotransformation of tryptamine and secologanin into plant terpenoid indole alkaloids by transgenic yeast. Appl Microbiol Biotechnol 56(3-4):420-424.
    • (2001) Appl Microbiol Biotechnol , vol.56 , Issue.3-4 , pp. 420-424
    • Geerlings, A.1
  • 46
    • 34547927914 scopus 로고    scopus 로고
    • Rapid identification of enzyme variants for reengineered alkaloid biosynthesis in periwinkle
    • Bernhardt P, McCoy E, O'Connor SE (2007) Rapid identification of enzyme variants for reengineered alkaloid biosynthesis in periwinkle. Chem Biol 14(8):888-897.
    • (2007) Chem Biol , vol.14 , Issue.8 , pp. 888-897
    • Bernhardt, P.1    McCoy, E.2    O'Connor, S.E.3
  • 47
    • 34347260322 scopus 로고    scopus 로고
    • Frozen competent yeast cells that can be transformed with high efficiency using the LiAc/SS carrier DNA/PEG method
    • Gietz RD, Schiestl RH (2007) Frozen competent yeast cells that can be transformed with high efficiency using the LiAc/SS carrier DNA/PEG method. Nat Protoc 2(1):1-4.
    • (2007) Nat Protoc , vol.2 , Issue.1 , pp. 1-4
    • Gietz, R.D.1    Schiestl, R.H.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.