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Volumn 15, Issue 1, 2016, Pages

Production of the forskolin precursor 11β-hydroxy-manoyl oxide in yeast using surrogate enzymatic activities

Author keywords

Cytochrome P450; Isoprenoid; Metabolic engineering; Natural products; Terpene

Indexed keywords

11BETA HYDROXY MANOYL OXIDE; CYP76AH24 PROTEIN; DITERPENE SYNTHASE; ENZYME; FORSKOLIN; GLUTAMATE DEHYDROGENASE (NADP); MONOCARBOXYLATE TRANSPORTER 1; NADP(+) DEPENDENT GLUTAMATE DEHYDROGENASE 1; SCAFFOLD PROTEIN; UNCLASSIFIED DRUG; WHI2 PROTEIN; ABIETANE DERIVATIVE; CARNOSIC ACID; DITERPENE; MANOYL OXIDE; MEVALONIC ACID; TERPENE; TERPENE SYNTHASE; TRANSFERASE;

EID: 84959192827     PISSN: None     EISSN: 14752859     Source Type: Journal    
DOI: 10.1186/s12934-016-0440-8     Document Type: Article
Times cited : (16)

References (48)
  • 2
    • 84862277234 scopus 로고    scopus 로고
    • Metabolic engineering of yeast and plants for the production of the biologically active hydroxystilbene, resveratrol
    • Jeandet P, Delaunois B, Aziz A, Donnez D, Vasserot Y, Cordelier S, Courot E. Metabolic engineering of yeast and plants for the production of the biologically active hydroxystilbene, resveratrol. J Biomed Biotechnol. 2012;2012:579089.
    • (2012) J Biomed Biotechnol , vol.2012 , pp. 579089
    • Jeandet, P.1    Delaunois, B.2    Aziz, A.3    Donnez, D.4    Vasserot, Y.5    Cordelier, S.6    Courot, E.7
  • 3
    • 84882981688 scopus 로고    scopus 로고
    • Biotechnological and molecular approaches for vanillin production: a review
    • Kaur B, Chakraborty D. Biotechnological and molecular approaches for vanillin production: a review. Appl Biochem Biotechnol. 2013;169:1353-72.
    • (2013) Appl Biochem Biotechnol , vol.169 , pp. 1353-1372
    • Kaur, B.1    Chakraborty, D.2
  • 4
    • 78049311312 scopus 로고    scopus 로고
    • Two rings in them all: the labdane-related diterpenoids
    • Peters RJ. Two rings in them all: the labdane-related diterpenoids. Nat Prod Rep. 2010;27:1521-30.
    • (2010) Nat Prod Rep , vol.27 , pp. 1521-1530
    • Peters, R.J.1
  • 6
    • 84055199781 scopus 로고    scopus 로고
    • Modernization: one step at a time
    • Xu Z. Modernization: one step at a time. Nature. 2011;480:S90-2.
    • (2011) Nature , vol.480 , pp. S90-S92
    • Xu, Z.1
  • 7
    • 0027131744 scopus 로고
    • Effect of sodium tanshinone IIA sulfonate in the rabbit myocardium and on human cardiomyocytes and vascular endothelial cells
    • Wu TW, Zeng LH, Fung KP, Wu J, Pang H, Grey AA, Weisel RD, Wang JY. Effect of sodium tanshinone IIA sulfonate in the rabbit myocardium and on human cardiomyocytes and vascular endothelial cells. Biochem Pharmacol. 1993;46:2327-32.
    • (1993) Biochem Pharmacol , vol.46 , pp. 2327-2332
    • Wu, T.W.1    Zeng, L.H.2    Fung, K.P.3    Wu, J.4    Pang, H.5    Grey, A.A.6    Weisel, R.D.7    Wang, J.Y.8
  • 9
    • 84876195752 scopus 로고    scopus 로고
    • Antiadipogenic effect of carnosic acid, a natural compound present in Rosmarinus officinalis, is exerted through the C/EBPs and PPARgamma pathways at the onset of the differentiation program
    • Gaya M, Repetto V, Toneatto J, Anesini C, Piwien-Pilipuk G, Moreno S. Antiadipogenic effect of carnosic acid, a natural compound present in Rosmarinus officinalis, is exerted through the C/EBPs and PPARgamma pathways at the onset of the differentiation program. Biochim Biophys Acta. 2013;1830:3796-806.
    • (2013) Biochim Biophys Acta , vol.1830 , pp. 3796-3806
    • Gaya, M.1    Repetto, V.2    Toneatto, J.3    Anesini, C.4    Piwien-Pilipuk, G.5    Moreno, S.6
  • 10
    • 84857724447 scopus 로고    scopus 로고
    • An intrinsically labile alpha-helix abutting the BCL9-binding site of beta-catenin is required for its inhibition by carnosic acid
    • de la Roche M, Rutherford TJ, Gupta D, Veprintsev DB, Saxty B, Freund SM, Bienz M. An intrinsically labile alpha-helix abutting the BCL9-binding site of beta-catenin is required for its inhibition by carnosic acid. Nat Commun. 2012;3:680.
    • (2012) Nat Commun , vol.3 , pp. 680
    • Roche, M.1    Rutherford, T.J.2    Gupta, D.3    Veprintsev, D.B.4    Saxty, B.5    Freund, S.M.6    Bienz, M.7
  • 11
    • 0037444401 scopus 로고    scopus 로고
    • Carnosic acid potentiates the antioxidant and prodifferentiation effects of 1alpha, 25-dihydroxyvitamin D3 in leukemia cells but does not promote elevation of basal levels of intracellular calcium
    • Danilenko M, Wang Q, Wang X, Levy J, Sharoni Y, Studzinski GP. Carnosic acid potentiates the antioxidant and prodifferentiation effects of 1alpha, 25-dihydroxyvitamin D3 in leukemia cells but does not promote elevation of basal levels of intracellular calcium. Cancer Res. 2003;63:1325-32.
    • (2003) Cancer Res , vol.63 , pp. 1325-1332
    • Danilenko, M.1    Wang, Q.2    Wang, X.3    Levy, J.4    Sharoni, Y.5    Studzinski, G.P.6
  • 13
  • 14
    • 0021215529 scopus 로고
    • Forskolin potentiates the coronary vasoactivity of adenosine in the open-chest dog
    • Kusachi S, Bugni WJ, Olsson RA. Forskolin potentiates the coronary vasoactivity of adenosine in the open-chest dog. Circ Res. 1984;55:116-9.
    • (1984) Circ Res , vol.55 , pp. 116-119
    • Kusachi, S.1    Bugni, W.J.2    Olsson, R.A.3
  • 15
    • 2342652901 scopus 로고
    • Forskolin: unique diterpene activator of adenylate cyclase in membranes and in intact cells
    • Seamon KB, Padgett W, Daly JW. Forskolin: unique diterpene activator of adenylate cyclase in membranes and in intact cells. Proc Natl Acad Sci USA. 1981;78:3363-7.
    • (1981) Proc Natl Acad Sci USA , vol.78 , pp. 3363-3367
    • Seamon, K.B.1    Padgett, W.2    Daly, J.W.3
  • 16
    • 0021228008 scopus 로고
    • Forskolin increases cellular cyclic adenosine monophosphate content and parathyroid hormone release in dispersed bovine parathyroid cells
    • Shoback DM, Brown EM. Forskolin increases cellular cyclic adenosine monophosphate content and parathyroid hormone release in dispersed bovine parathyroid cells. Metabolism. 1984;33:509-14.
    • (1984) Metabolism , vol.33 , pp. 509-514
    • Shoback, D.M.1    Brown, E.M.2
  • 17
    • 0020503814 scopus 로고
    • Forskolin: a labdane diterpenoid with antihypertensive, positive inotropic, platelet aggregation inhibitory, and adenylate cyclase activating properties
    • de Souza NJ, Dohadwalla AN, Reden J. Forskolin: a labdane diterpenoid with antihypertensive, positive inotropic, platelet aggregation inhibitory, and adenylate cyclase activating properties. Med Res Rev. 1983;3:201-19.
    • (1983) Med Res Rev , vol.3 , pp. 201-219
    • Souza, N.J.1    Dohadwalla, A.N.2    Reden, J.3
  • 18
    • 0020367251 scopus 로고
    • Forskolin as a novel lipolytic agent
    • Ho R, Shi QH. Forskolin as a novel lipolytic agent. Biochem Biophys Res Commun. 1982;107:157-64.
    • (1982) Biochem Biophys Res Commun , vol.107 , pp. 157-164
    • Ho, R.1    Shi, Q.H.2
  • 19
    • 0026506605 scopus 로고
    • Relationship between cyclic AMP production and lipolysis induced by forskolin in rat fat cells
    • Okuda H, Morimoto C, Tsujita T. Relationship between cyclic AMP production and lipolysis induced by forskolin in rat fat cells. J Lipid Res. 1992;33:225-31.
    • (1992) J Lipid Res , vol.33 , pp. 225-231
    • Okuda, H.1    Morimoto, C.2    Tsujita, T.3
  • 20
    • 0020582377 scopus 로고
    • Forskolin lowers intraocular pressure in rabbits, monkeys, and man
    • Caprioli J, Sears M. Forskolin lowers intraocular pressure in rabbits, monkeys, and man. Lancet. 1983;1:958-60.
    • (1983) Lancet , vol.1 , pp. 958-960
    • Caprioli, J.1    Sears, M.2
  • 21
    • 0017833855 scopus 로고
    • Positive inotropic and blood pressure lowering activity of a diterpene derivative isolated from Coleus forskohli: Forskolin
    • Lindner E, Dohadwalla AN, Bhattacharya BK. Positive inotropic and blood pressure lowering activity of a diterpene derivative isolated from Coleus forskohli: Forskolin. Arzneimittelforschung. 1978;28:284-9.
    • (1978) Arzneimittelforschung , vol.28 , pp. 284-289
    • Lindner, E.1    Dohadwalla, A.N.2    Bhattacharya, B.K.3
  • 23
    • 0000037793 scopus 로고
    • Minor diterpenoids of Coleus forskohlii
    • Gabetta B, Zini G, Danieli B. Minor diterpenoids of Coleus forskohlii. Phytochemistry. 1989;28:859-62.
    • (1989) Phytochemistry , vol.28 , pp. 859-862
    • Gabetta, B.1    Zini, G.2    Danieli, B.3
  • 24
    • 84912108938 scopus 로고    scopus 로고
    • On the high value medicinal plant, Coleus forskohlii Briq
    • Paul M, Radha A, Suresh Kumar D. On the high value medicinal plant, Coleus forskohlii Briq. Hygeia J Drugs Med. 2013;5:69-78.
    • (2013) Hygeia J Drugs Med , vol.5 , pp. 69-78
    • Paul, M.1    Radha, A.2    Suresh Kumar, D.3
  • 28
    • 70749152711 scopus 로고    scopus 로고
    • A functional genomics approach to tanshinone biosynthesis provides stereochemical insights
    • Gao W, Hillwig ML, Huang L, Cui G, Wang X, Kong J, Yang B, Peters RJ. A functional genomics approach to tanshinone biosynthesis provides stereochemical insights. Org Lett. 2009;11:5170-3.
    • (2009) Org Lett , vol.11 , pp. 5170-5173
    • Gao, W.1    Hillwig, M.L.2    Huang, L.3    Cui, G.4    Wang, X.5    Kong, J.6    Yang, B.7    Peters, R.J.8
  • 30
    • 84932604670 scopus 로고    scopus 로고
    • Towards elucidating carnosic acid biosynthesis in Lamiaceae: functional characterization of the three first steps of the pathway in Salvia fruticosa and Rosmarinus officinalis
    • Bozic D, Papaefthimiou D, Bruckner K, de Vos RC, Tsoleridis CA, Katsarou D, Papanikolaou A, Pateraki I, Chatzopoulou FM, Dimitriadou E, et al. Towards elucidating carnosic acid biosynthesis in Lamiaceae: functional characterization of the three first steps of the pathway in Salvia fruticosa and Rosmarinus officinalis. PLoS One. 2015;10:e0124106.
    • (2015) PLoS One , vol.10 , pp. e0124106
    • Bozic, D.1    Papaefthimiou, D.2    Bruckner, K.3    Vos, R.C.4    Tsoleridis, C.A.5    Katsarou, D.6    Papanikolaou, A.7    Pateraki, I.8    Chatzopoulou, F.M.9    Dimitriadou, E.10
  • 31
    • 84869744652 scopus 로고    scopus 로고
    • Identification and treatment of heme depletion attributed to overexpression of a lineage of evolved P450 monooxygenases
    • Michener JK, Nielsen J, Smolke CD. Identification and treatment of heme depletion attributed to overexpression of a lineage of evolved P450 monooxygenases. Proc Natl Acad Sci USA. 2012;109:19504-9.
    • (2012) Proc Natl Acad Sci USA , vol.109 , pp. 19504-19509
    • Michener, J.K.1    Nielsen, J.2    Smolke, C.D.3
  • 33
    • 0036918780 scopus 로고    scopus 로고
    • Cloning, functional expression, and subcellular localization of multiple NADPH-cytochrome P450 reductases from hybrid poplar
    • Ro DK, Ehlting J, Douglas CJ. Cloning, functional expression, and subcellular localization of multiple NADPH-cytochrome P450 reductases from hybrid poplar. Plant Physiol. 2002;130:1837-51.
    • (2002) Plant Physiol , vol.130 , pp. 1837-1851
    • Ro, D.K.1    Ehlting, J.2    Douglas, C.J.3
  • 35
    • 0031468145 scopus 로고    scopus 로고
    • Two genes of the putative mitochondrial fatty acid synthase in the genome of Saccharomyces cerevisiae
    • Schneider R, Brors B, Burger F, Camrath S, Weiss H. Two genes of the putative mitochondrial fatty acid synthase in the genome of Saccharomyces cerevisiae. Curr Genet. 1997;32:384-8.
    • (1997) Curr Genet , vol.32 , pp. 384-388
    • Schneider, R.1    Brors, B.2    Burger, F.3    Camrath, S.4    Weiss, H.5
  • 36
  • 37
    • 84871384382 scopus 로고    scopus 로고
    • Positive genetic interactors of HMG2 identify a new set of genetic perturbations for improving sesquiterpene production in Saccharomyces cerevisiae
    • Ignea C, Trikka FA, Kourtzelis I, Argiriou A, Kanellis AK, Kampranis SC, Makris AM. Positive genetic interactors of HMG2 identify a new set of genetic perturbations for improving sesquiterpene production in Saccharomyces cerevisiae. Microb Cell Fact. 2012;11:162.
    • (2012) Microb Cell Fact , vol.11 , pp. 162
    • Ignea, C.1    Trikka, F.A.2    Kourtzelis, I.3    Argiriou, A.4    Kanellis, A.K.5    Kampranis, S.C.6    Makris, A.M.7
  • 39
    • 70449592325 scopus 로고    scopus 로고
    • Enhancing sesquiterpene production in Saccharomyces cerevisiae through in silico driven metabolic engineering
    • Asadollahi MA, Maury J, Patil KR, Schalk M, Clark A, Nielsen J. Enhancing sesquiterpene production in Saccharomyces cerevisiae through in silico driven metabolic engineering. Metab Eng. 2009;11:328-34.
    • (2009) Metab Eng , vol.11 , pp. 328-334
    • Asadollahi, M.A.1    Maury, J.2    Patil, K.R.3    Schalk, M.4    Clark, A.5    Nielsen, J.6
  • 40
    • 84951740886 scopus 로고    scopus 로고
    • Metabolic engineering of Synechocystis sp. PCC 6803 for production of the plant diterpenoid manoyl oxide
    • Englund E, Andersen-Ranberg J, Miao R, Hamberger B, Lindberg P. Metabolic engineering of Synechocystis sp. PCC 6803 for production of the plant diterpenoid manoyl oxide. ACS Synth Biol. 2015;4:1270-8.
    • (2015) ACS Synth Biol , vol.4 , pp. 1270-1278
    • Englund, E.1    Andersen-Ranberg, J.2    Miao, R.3    Hamberger, B.4    Lindberg, P.5
  • 41
    • 84882246185 scopus 로고    scopus 로고
    • Improving accuracy of cell and chromophore concentration measurements using optical density
    • Myers JA, Curtis BS, Curtis WR. Improving accuracy of cell and chromophore concentration measurements using optical density. BMC Biophys. 2013;6:4.
    • (2013) BMC Biophys , vol.6 , pp. 4
    • Myers, J.A.1    Curtis, B.S.2    Curtis, W.R.3
  • 44
    • 0037088811 scopus 로고    scopus 로고
    • A second set of loxP marker cassettes for Cre-mediated multiple gene knockouts in budding yeast
    • Gueldener U, Heinisch J, Koehler GJ, Voss D, Hegemann JH. A second set of loxP marker cassettes for Cre-mediated multiple gene knockouts in budding yeast. Nucleic Acids Res. 2002;30:e23.
    • (2002) Nucleic Acids Res , vol.30 , pp. e23
    • Gueldener, U.1    Heinisch, J.2    Koehler, G.J.3    Voss, D.4    Hegemann, J.H.5
  • 45
    • 34547696794 scopus 로고    scopus 로고
    • Rational conversion of substrate and product specificity in a salvia monoterpene synthase: structural insights into the evolution of terpene synthase function
    • Kampranis SC, Ioannidis D, Purvis A, Mahrez W, Ninga E, Katerelos NA, Anssour S, Dunwell JM, Degenhardt J, Makris AM, et al. Rational conversion of substrate and product specificity in a salvia monoterpene synthase: structural insights into the evolution of terpene synthase function. Plant Cell. 2007;19:1994-2005.
    • (2007) Plant Cell , vol.19 , pp. 1994-2005
    • Kampranis, S.C.1    Ioannidis, D.2    Purvis, A.3    Mahrez, W.4    Ninga, E.5    Katerelos, N.A.6    Anssour, S.7    Dunwell, J.M.8    Degenhardt, J.9    Makris, A.M.10
  • 46
    • 0029776005 scopus 로고    scopus 로고
    • Yeast expression of animal and plant P450s in optimized redox environments
    • Pompon D, Louerat B, Bronine A, Urban P. Yeast expression of animal and plant P450s in optimized redox environments. Methods Enzymol. 1996;272:51-64.
    • (1996) Methods Enzymol , vol.272 , pp. 51-64
    • Pompon, D.1    Louerat, B.2    Bronine, A.3    Urban, P.4
  • 47
    • 0001045385 scopus 로고
    • A new cytochrome in liver microsomes
    • Omura T, Sato R. A new cytochrome in liver microsomes. J Biol Chem. 1962;237:1375-6.
    • (1962) J Biol Chem , vol.237 , pp. 1375-1376
    • Omura, T.1    Sato, R.2
  • 48
    • 0028798127 scopus 로고
    • Terpenoids and flavonoids from the aerial parts of Salvia candidissima
    • Topcu G, Tan N, Ulubelen A, Sun D, Watson WH. Terpenoids and flavonoids from the aerial parts of Salvia candidissima. Phytochemistry. 1995;40:501-4.
    • (1995) Phytochemistry , vol.40 , pp. 501-504
    • Topcu, G.1    Tan, N.2    Ulubelen, A.3    Sun, D.4    Watson, W.H.5


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