Producing aglycons of ginsenosides in bakers' yeast

Scientific Reports

Volumn 4, Issue , 2014, Pages

  Dai, Zhubo ^a,b   Wang, Beibei ^a,b,c   Liu, Yi ^a,b,c   Shi, Mingyu ^a,b,c   Wang, Dong ^a,b,c   Zhang, Xianan ^d,e   Liu, Tao ^a,b   Huang, Luqi ^d   Zhang, Xueli ^a,b  

^a Tianjin Airport Economic Area   (China)

^b INSTITUTE OF GEOLOGY AND GEOPHYSICS   (China)

^c TIANJIN UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

^d INSTITUTE OF CHINESE MATERIA MEDICA   (China)

^e CAPITAL MEDICAL UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

GINSENOSIDE; OLEANOLIC ACID; PROTOPANAXADIOL; PROTOPANAXATRIOL; SAPOGENIN; VEGETABLE PROTEIN;

METABOLISM; PANAX; PLANT ROOT; SACCHAROMYCES CEREVISIAE;

GINSENOSIDES; OLEANOLIC ACID; PANAX; PLANT PROTEINS; PLANT ROOTS; SACCHAROMYCES CEREVISIAE; SAPOGENINS;

EID: 84892747580     PISSN: None     EISSN: 20452322     Source Type: Journal    
DOI: 10.1038/srep03698     Document Type: Article

References (42)

1. Qi, L. W., Wang, C. Z. & Yuan, C. S. Ginsenosides from American ginseng: chemical and pharmacological diversity. Phytochemistry 72, 689-699 (2011).
2. Radad, K., Moldzio, R. & Rausch, W. D. Ginsenosides and their CNS targets. CNS Neurosci Ther 17, 761-768 (2011).
3. Han, J. Y., Kim, H. J., Kwon, Y. S. & Choi, Y. E. The Cyt P450 enzyme CYP716A47 catalyzes the formation of protopanaxadiol from dammarenediol-II during ginsenoside biosynthesis in Panax ginseng. Plant Cell Physiol 52, 2062-2073 (2011).
4. Paek, K. Y., Murthy, H. N., Hahn, E. J. & Zhong, J. J. Large scale culture of ginseng adventitious roots for production of ginsenosides. Adv Biochem Eng Biotechnol 113, 151-176 (2009).
5. Ajikumar, P. K. et al. Terpenoids: opportunities for biosynthesis of natural product drugs using engineered microorganisms. Mol Pharm 5, 167-190 (2008). (Pubitemid 351579123)
6. Chang, M. C. & Keasling, J. D. Production of isoprenoid pharmaceuticals by engineered microbes. Nat Chem Biol 2, 674-681 (2006). (Pubitemid 44764209)
7. Paddon, C. J. et al. High-level semi-synthetic production of the potent antimalarial artemisinin. Nature 496, 528-532 (2013).
8. Dejong, J. M. et al. Genetic engineering of taxol biosynthetic genes in Saccharomyces cerevisiae. Biotechnol Bioeng 93, 212-224 (2006).
9. Dai, Z., Liu, Y., Huang, L.&Zhang, X. Production of miltiradiene by metabolically engineered Saccharomyces cerevisiae. Biotechnol Bioeng 109, 2845-2853 (2012).
10. Engels, B., Dahm, P. & Jennewein, S. Metabolic engineering of taxadiene biosynthesis in yeast as a first step towards Taxol (Paclitaxel) production. Metab Eng 10, 201-206 (2008).
11. Ro, D. K. et al. Production of the antimalarial drug precursor artemisinic acid in engineered yeast. Nature 440, 940-943 (2006).
12. Westfall, P. J. et al. Production of amorphadiene in yeast, and its conversion to dihydroartemisinic acid, precursor to the antimalarial agent artemisinin. P Natl Acad Sci USA 109, E111-118 (2012).
13. Carelli, M. et al. Medicago truncatula CYP716A12 is a multifunctional oxidase involved in the biosynthesis of hemolytic saponins. Plant Cell 23, 3070-3081 (2011).
14. Fukushima, E. O. et al. CYP716A subfamily members are multifunctional oxidases in triterpenoid biosynthesis. Plant cell physiology 52, 2050-2061 (2011).
15. Huang, L. et al. Molecular characterization of the pentacyclic triterpenoid biosynthetic pathway in Catharanthus roseus. Planta 236, 1571-1581 (2012).
16. Han, J. Y. et al. Cytochrome P450 CYP716A53v2 catalyzes the formation of protopanaxatriol from protopanaxadiol during ginsenoside biosynthesis in Panax ginseng. Plant Cell Physiol 53, 1535-1545 (2012).
17. Tansakul, P., Shibuya, M., Kushiro, T. & Ebizuka, Y. Dammarenediol-II synthase, the first dedicated enzyme for ginsenoside biosynthesis, in Panax ginseng. FEBS Lett 580, 5143-5149 (2006). (Pubitemid 44415784)
18. Augustin, J. M., Kuzina, V., Andersen, S. B. & Bak, S. Molecular activities, biosynthesis and evolution of triterpenoid saponins. Phytochemistry 72, 435-457 (2011).
19. Chen, S. et al. 454 EST analysis detects genes putatively involved in ginsenoside biosynthesis in Panax ginseng. Plant Cell Rep 30, 1593-1601 (2011).
20. Kennedy, M. A., Barbuch, R. & Bard, M. Transcriptional regulation of the squalene synthase gene (ERG9) in the yeast Saccharomyces cerevisiae. Biochim Biophys Acta 1445, 110-122 (1999). (Pubitemid 29193212)
21. Leber, R. et al. A novel sequence element is involved in the transcriptional regulation of expression of the ERG1 (squalene epoxidase) gene in Saccharomyces cerevisiae. European journal of biochemistry/FEBS 268, 914-924 (2001). (Pubitemid 32328335)
22. Ma, S. M. et al. Optimization of a heterologous mevalonate pathway through the use of variant HMG-CoA reductases. Metab Eng 13, 588-597 (2011).
23. Seki, H. et al. Triterpene functional genomics in licorice for identification of CYP72A154 involved in the biosynthesis of glycyrrhizin. The Plant cell 23, 4112-4123 (2011).
24. Urban, P., Mignotte, C., Kazmaier, M., Delorme, F. & Pompon, D. Cloning, yeast expression, and characterization of the coupling of two distantly related Arabidopsis thaliana NADPH-cytochrome P450 reductases with P450 CYP73A5. J BIOL CHEM 272, 19176-19186 (1997). (Pubitemid 27337705)
25. Veen, M., Stahl, U.& Lang, C. Combined overexpression of genes of the ergosterol biosynthetic pathway leads to accumulation of sterols in Saccharomyces cerevisiae. FEMS Yeast Res 4, 87-95 (2003). (Pubitemid 38367535)
26. Albertsen, L. et al. Diversion of flux toward sesquiterpene production in Saccharomyces cerevisiae by fusion of host and heterologous enzymes. Appl Environ Microbiol 77, 1033-1040 (2011).
27. Asadollahi, M. A., Maury, J., Schalk, M., Clark, A. & Nielsen, J. Enhancement of farnesyl diphosphate pool as direct precursor of sesquiterpenes through metabolic engineering of the mevalonate pathway in Saccharomyces cerevisiae. Biotechnol Bioeng 106, 86-96 (2010).
28. Zhou, Y. J. et al. Modular pathway engineering of diterpenoid synthases and the mevalonic acid pathway for miltiradiene production. J Am Chem Soc 134, 3234-3241 (2012).
29. Kirby, J., Romanini, D. W., Paradise, E. M.&Keasling, J. D. Engineering triterpene production in Saccharomyces cerevisiae beta-amyrin synthase from Artemisia annua. FEBS J 275, 1852-1859 (2008). (Pubitemid 351464004)
30. Madsen, K. M. et al. Linking genotype and phenotype of Saccharomyces cerevisiae strains reveals metabolic engineering targets and leads to triterpene hyperproducers. PLoS One 6, e14763 (2011).
31. Verwaal, R. et al. High-level production of beta-carotene in Saccharomyces cerevisiae by successive transformation with carotenogenic genes from Xanthophyllomyces dendrorhous. Appl Environ Microbiol 73, 4342-4350 (2007). (Pubitemid 47068176)
32. Leber, R. et al. A novel sequence element is involved in the transcriptional regulation of expression of the ERG1 (squalene epoxidase) gene in Saccharomyces cerevisiae. Eur J Biochem 268, 914-924 (2001). (Pubitemid 32328335)
33. Kim, Y. S. et al.Gene regulation patterns in triterpene biosynthetic pathway driven by overexpression of squalene synthase and methyl jasmonate elicitation in Bupleurum falcatum. Planta 233, 343-355 (2011).
34. Lee, M. H. et al. Enhanced triterpene and phytosterol biosynthesis in Panax ginseng overexpressing squalene synthase gene. Plant cell physiology 45, 976-984 (2004).
35. Seo, J. W. et al. Overexpression of squalene synthase in Eleutherococcus senticosus increases phytosterol and triterpene accumulation. Phytochemistry 66, 869-877 (2005).
36. Seki, H. et al. Licorice beta-amyrin 11-oxidase, a cytochrome P450 with a key role in the biosynthesis of the triterpene sweetener glycyrrhizin. Proc Natl Acad Sci USA 105, 14204-14209 (2008).
37. Zangar, R. C., Davydov, D. R. & Verma, S. Mechanisms that regulate production of reactive oxygen species by cytochrome P450. Toxicol Appl Pharmacol 199, 316-331 (2004). (Pubitemid 39208731)
38. Brachmann, C. B. et al. Designer deletion strains derived from Saccharomyces cerevisiae S288C: a useful set of strains and plasmids for PCR-mediated gene disruption and other applications. Yeast 14, 115-132 (1998). (Pubitemid 28062863)
39. Burke, D., Dawson, D. & Stearns, T. Methods in yeast genetics: a cold spring harbor laboratory course manual (Cold Spring Harbor Laboratory Press, New York, 2000).
40. Dai, Z., Cui, G., Zhou, S. F., Zhang, X.&Huang, L. Cloning and characterization of a novel 3-hydroxy-3-methylglutaryl coenzyme A reductase gene from Salvia miltiorrhiza involved in diterpenoid tanshinone accumulation. J Plant Physiol 168, 148-157 (2011).
41. Shao, Z. & Zhao, H. DNA assembler, an in vivo genetic method for rapid construction of biochemical pathways. Nucleic Acids Res 37, e16 (2009).
42. Dai, Z. et al. Metabolic engineering of Saccharomyces cerevisiae for production of ginsenosides. Metab Eng 20, 146-156 (2013).