Combinatorial engineering of mevalonate pathway for improved amorpha-4,11-diene production in budding yeast

Biotechnology and Bioengineering

Volumn 111, Issue 3, 2014, Pages 608-617

  Yuan, Jifeng ^a   Ching, Chi Bun ^a  

^a NATIONAL UNIVERSITY OF SINGAPORE   (Singapore)

Author keywords

Carotenoids; Combinatorial engineering; Mevalonate pathway; Pathway activity improvement; Saccharomyces cerevisiae; Sesquiterpene

Indexed keywords

CAROTENOIDS; COMBINATORIAL ENGINEERING; MEVALONATE PATHWAY; PATHWAY ACTIVITIES; SESQUITERPENES;

BIOCHEMISTRY; CITRUS FRUITS; GENES; INTEGRATION; LIPIDS; PIGMENTS; POLYMERASE CHAIN REACTION; YEAST;

OLEFINS;

ALKADIENE; AMORPHA 4,11 DIENE; ANTIBIOTIC AGENT; ANTIMALARIAL AGENT; ARTEMISININ; BETA CAROTENE; CAROTENOID; CARYOPHYLLENE; LYCOPENE; MEVALONIC ACID; PHLEOMYCIN; TERPENOID; UNCLASSIFIED DRUG;

ARTICLE; BIOSYNTHESIS; CONTROLLED STUDY; ERWINIA; ERWINIA UREDOVORA; FUNGAL STRAIN; GENOME; METABOLIC ENGINEERING; POLYMERASE CHAIN REACTION; POLYMERASE CHAIN REACTION SYSTEM; PROTEIN EXPRESSION; SIGNAL TRANSDUCTION; YEAST;

AMORPHA; SACCHAROMYCES CEREVISIAE; SACCHAROMYCETALES;

CAROTENOIDS; COMBINATORIAL ENGINEERING; MEVALONATE PATHWAY; PATHWAY ACTIVITY IMPROVEMENT; SACCHAROMYCES CEREVISIAE; SESQUITERPENE;

CAROTENOIDS; COLOR; GENE EXPRESSION PROFILING; GENETIC TESTING; METABOLIC ENGINEERING; METABOLIC NETWORKS AND PATHWAYS; MEVALONIC ACID; MUTAGENESIS, INSERTIONAL; REAL-TIME POLYMERASE CHAIN REACTION; SESQUITERPENES; YEASTS;

EID: 84892781979     PISSN: 00063592     EISSN: 10970290     Source Type: Journal    
DOI: 10.1002/bit.25123     Document Type: Article

References (34)

1. Acton N, Roth RJ. 1992. On the conversion of dihydroartemisinic acid into artemisinin. J Org Chem 57(13):3610-3614.
2. Ajikumar PK, Xiao WH, Tyo KE, Wang Y, Simeon F, Leonard E, Mucha O, Phon TH, Pfeifer B, Stephanopoulos G. 2010. Isoprenoid pathway optimization for Taxol precursor overproduction in Escherichia coli. Science 330(6000):70-74.
3. Alper H, Miyaoku K, Stephanopoulos G. 2005. Construction of lycopene-overproducing E. coli strains by combining systematic and combinatorial gene knockout targets. Nat Biotechnol 23(5):612-616.
4. Anthony JR, Anthony LC, Nowroozi F, Kwon G, Newman JD, Keasling JD. 2009. Optimization of the mevalonate-based isoprenoid biosynthetic pathway in Escherichia coli for production of the anti-malarial drug precursor amorpha-4, 11-diene. Metab Eng 11(1):13-19.
5. Benatuil L, Perez JM, Belk J, Hsieh C-M. 2010. An improved yeast transformation method for the generation of very large human antibody libraries. Protein Eng Des Sel 23(4):155-159.
6. Boeke JD, Garfinkel DJ, Styles CA, Fink GR. 1985. Ty elements transpose through an RNA intermediate. Cell 40(3):491-500.
7. Chang MC, Keasling JD. 2006. Production of isoprenoid pharmaceuticals by engineered microbes. Nat Chem Biol 2(12):674-681.
8. Farhi M, Marhevka E, Masci T, Marcos E, Eyal Y, Ovadis M, Abeliovich H, Vainstein A. 2011. Harnessing yeast subcellular compartments for the production of plant terpenoids. Metab Eng 13(5):474-481.
9. Gershenzon J, Dudareva N. 2007. The function of terpene natural products in the natural world. Nat Chem Biol 3(7):408-414.
10. Gibson DG, Glass JI, Lartigue C, Noskov VN, Chuang RY, Algire MA, Benders GA, Montague MG, Ma L, Moodie MM, Merryman C, Vashee S, Krishnakumar R, Assad-Garcia N, Andrews-Pfannkoch C, Denisova EA, Young L, Qi ZQ, Segall-Shapiro TH, Calvey CH, Parmar PP, Hutchison CA, Smith HO, Venter JC. 2010. Creation of a bacterial cell controlled by a chemically synthesized genome. Science 329(5987):52-56.
11. Gueldener U, Heinisch J, Koehler GJ, Voss D, Hegemann JH. 2002. A second set of loxP marker cassettes for Cre-mediated multiple gene knockouts in budding yeast. Nucleic Acids Res 30(6):e23.
12. Hauber J, Nelbock-Hochstetter P, Feldmann H. 1985. Nucleotide sequence and characteristics of a Ty element from yeast. Nucleic Acids Res 13(8):2745-2758.
13. Holstein SA, Hohl RJ. 2004. Isoprenoids: Remarkable diversity of form and function. Lipids 39(4):293-309.
14. Ishida BK, Chapman MH. 2009. Carotenoid extraction from plants using a novel, environmentally friendly solvent. J Agric Food Chem 57(3):1051-1059.
15. Jiang M, Stephanopoulos G, Pfeifer BA. 2012. Downstream reactions and engineering in the microbially reconstituted pathway for Taxol. Appl Microbiol Biotechnol 94(4):841-849.
16. Johannes TW, Woodyer RD, Zhao HM. 2007. Efficient regeneration of NADPH using an engineered phosphite dehydrogenase. Biotechnol Bioeng 96(1):18-26.
17. Lapkin AA, Plucinski PK, Cutler M. 2006. Comparative assessment of technologies for extraction of artemisinin. J Nat Prod 69(11):1653-1664.
18. Lee FW, Da Silva NA. 1997. Sequential delta-integration for the regulated insertion of cloned genes in Saccharomyces cerevisiae. Biotechnol Prog 13(4):368-373.
19. 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(1):87-99.
20. Ma SM, Garcia DE, Redding-Johanson AM, Friedland GD, Chan R, Batth TS, Haliburton JR, Chivian D, Keasling JD, Petzold CJ, et al. 2011. Optimization of a heterologous mevalonate pathway through the use of variant HMG-CoA reductases. Metab Eng 13(5):588-597.
21. Miura Y, Kondo K, Saito T, Shimada H, Fraser PD, Misawa N. 1998. Production of the carotenoids lycopene, beta-carotene, and astaxanthin in the food yeast Candida utilis. Appl Environ Microbiol 64(4):1226-1229.
22. Paddon CJ, Westfall PJ, Pitera DJ, Benjamin K, Fisher K, McPhee D, Leavell MD, Tai A, Main A, Eng D, et al. 2013. High-level semi-synthetic production of the potent antimalarial artemisinin. Nature 496(7446):528-532.
23. Pfaffl MW. 2001. A new mathematical model for relative quantification in real-time RT-PCR. Nucleic Acids Res 29(9):e45.
24. Pfleger BF, Pitera DJ, Smolke CD, Keasling JD. 2006. Combinatorial engineering of intergenic regions in operons tunes expression of multiple genes. Nat Biotechnol 24(8):1027-1032.
25. Polakowski T, Stahl U, Lang C. 1998. Overexpression of a cytosolic hydroxymethylglutaryl-CoA reductase leads to squalene accumulation in yeast. Appl Microbiol Biotechnol 49(1):66-71.
26. Ro DK, Paradise EM, Ouellet M, Fisher KJ, Newman KL, Ndungu JM, Ho KA, Eachus RA, Ham TS, Kirby J, et al. 2006. Production of the antimalarial drug precursor artemisinic acid in engineered yeast. Nature 440(7086):940-943.
27. Scalcinati G, Partow S, Siewers V, Schalk M, Daviet L, Nielsen J. 2012. Combined metabolic engineering of precursor and co-factor supply to increase alpha-santalene production by Saccharomyces cerevisiae. Microb Cell Fact 11:117.
28. Shao ZY, Zhao H, Zhao HM. 2009. DNA assembler, an in vivo genetic method for rapid construction of biochemical pathways. Nucleic Acids Res 37(2):e16.
29. Tholl D. 2006. Terpene synthases and the regulation, diversity and biological roles of terpene metabolism. Curr Opin Plant Biol 9(3):297-304.
30. Tyo KE, Ajikumar PK, Stephanopoulos G. 2009. Stabilized gene duplication enables long-term selection-free heterologous pathway expression. Nat Biotechnol 27(8):760-765.
31. Verwaal R, Wang J, Meijnen JP, Visser H, Sandmann G, van den Berg JA, van Ooyen AJ. 2007. High-level production of beta-carotene in Saccharomyces cerevisiae by successive transformation with carotenogenic genes from Xanthophyllomyces dendrorhous. Appl Environ Microbiol 73(13):4342-4350.
32. Wang HH, Isaacs FJ, Carr PA, Sun ZZ, Xu G, Forest CR, Church GM. 2009. Programming cells by multiplex genome engineering and accelerated evolution. Nature 460(7257):894-898.
33. Westfall PJ, Pitera DJ, Lenihan JR, Eng D, Woolard FX, Regentin R, Horning T, Tsuruta H, Melis DJ, Owens A, et al. 2012. Production of amorphadiene in yeast, and its conversion to dihydroartemisinic acid, precursor to the antimalarial agent artemisinin. Proc Natl Acad Sci USA 109(3):E111-E118.
34. Yamano S, Ishii T, Nakagawa M, Ikenaga H, Misawa N. 1994. Metabolic engineering for production of beta-carotene and lycopene in Saccharomyces cerevisiae. Biosci Biotechnol Biochem 58(6):1112-1114.