Analysis of heterologous taxadiene production in K- and B-derived Escherichia coli

Applied Microbiology and Biotechnology

Volumn 93, Issue 4, 2012, Pages 1651-1661

  Boghigian, Brett A ^a   Salas, Daniel ^a   Ajikumar, Parayil Kumaran ^b   Stephanopoulos, Gregory ^b   Pfeifer, Blaine A ^a  

^a Tufts University   (United States)

^b Massachusetts Institute of Technology Cambridge   (United States)

Author keywords

E. coli; Heterologous biosynthesis; Metabolic engineering; Taxadiene; Taxadiene synthase; Taxol

Indexed keywords

ANTICANCER COMPOUNDS; DIPHOSPHATES; E. COLI; EFFECT OF TEMPERATURE; GERANYLGERANYL DIPHOSPHATE; GROWTH INHIBITION; HETEROLOGOUS PRODUCTION; ISOPENTENYL DIPHOSPHATE; METABOLIC PATHWAYS; OPTIMAL PRODUCTION; PATHWAY GENES; PYRUVATE METABOLISM; SYNTHASES; TAXADIENE SYNTHASE; TAXADIENES; TAXOL; TRANSCRIPTOMICS;

BIOCHEMISTRY; BIOSYNTHESIS; CELL GROWTH; GENES; GROWTH KINETICS; METABOLIC ENGINEERING; METABOLISM; OLEFINS; PHYSIOLOGY;

ESCHERICHIA COLI;

ALKADIENE; DIMETHYLALLYLDIPHOSPHATE; FARNESYL TRANS TRANSFERASE; INDOLE; ISOPENTENYLDIPHOSPHATE; PYROPHOSPHATE; SYNTHETASE; TAXADIENE; TAXADIENE SYNTHASE; UNCLASSIFIED DRUG;

BIOENGINEERING; CELL ORGANELLE; COLIFORM BACTERIUM; ENZYME ACTIVITY; GENE EXPRESSION; HETEROGENEITY; INHIBITION; METABOLISM; PHOSPHATE; PLASMID; POTASSIUM; RECOMBINATION;

ARTICLE; BACTERIAL GENE; BACTERIAL GROWTH; BACTERIAL METABOLISM; BACTERIAL STRAIN; BIOSYNTHESIS; CELL GROWTH; CONTROLLED STUDY; ESCHERICHIA COLI; GENE FUNCTION; GENETIC RECOMBINATION; GROWTH RATE; HETEROLOGOUS EXPRESSION; METABOLIC ENGINEERING; NONHUMAN; NUCLEOTIDE SEQUENCE; PLASMID; PROMOTER REGION; TEMPERATURE; TRANSCRIPTOMICS;

ALKENES; ANTINEOPLASTIC AGENTS; BIOSYNTHETIC PATHWAYS; DITERPENES; ESCHERICHIA COLI; GENE EXPRESSION; METABOLIC ENGINEERING; PLASMIDS; PROMOTER REGIONS, GENETIC; RECOMBINANT PROTEINS; TRANSCRIPTOME;

ESCHERICHIA COLI;

EID: 84857916769     PISSN: 01757598     EISSN: 14320614     Source Type: Journal    
DOI: 10.1007/s00253-011-3528-4     Document Type: Article

References (53)

1. 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 330:70-74
2. Alper H, Stephanopoulos G (2008) Uncovering the gene knockout landscape for improved lycopene production in E. coli. Appl Microbiol Biotechnol 78:801-810
3. Alper H, Jin YS, Moxley JF, Stephanopoulos G (2005a) Identifying gene targets for the metabolic engineering of lycopene biosynthesis in Escherichia coli. Metab Eng 7:155-164 (Pubitemid 40693564)
4. Alper H, Miyaoku K, Stephanopoulos G (2005b) Construction of lycopene-overproducing E. coli strains by combining systematic and combinatorial gene knockout targets. Nat Biotechnol 23:612-616 (Pubitemid 41724901)
5. Alper H, Miyaoku K, Stephanopoulos G (2006) Characterization of lycopene-overproducing E. coli strains in high cell density fermentations. Appl Microbiol Biotechnol 72:968-974 (Pubitemid 44478861)
6. Bailey JE, Ollis DF (1986) Biochemical engineering fundamentals, 2nd edn. McGraw-Hill, New York
7. Boghigian BA, Zhang H, Pfeifer BA (2011) Multi-factorial engineering of heterologous polyketide production in Escherichia coli reveals complex pathway interactions. Biotechnol Bioeng 108:1360-1371
8. Chang MC, Eachus RA, Trieu W, Ro DK, Keasling JD (2007) Engineering Escherichia coli for production of functionalized terpenoids using plant P450s. Nat Chem Biol 3:274-277 (Pubitemid 46625834)
9. Datsenko KA, Wanner BL (2000) One-step inactivation of chromosomal genes in Escherichia coli K-12 using PCR products. Proc Natl Acad Sci USA 97:6640-6645 (Pubitemid 30412767)
10. Denis JN, Greene AE, Guenard D, Gueritte-Voegelein F, Mangatal L, Potier P (1988) A highly efficient, practical approach to natural taxol. J Am Chem Soc 110:5917-5919
11. Dharmadi Y, Gonzalez R (2005) A better global resolution function and a novel iterative stochastic search method for optimization of high-performance liquid chromatographic separation. J Chromatogr A 1070:89-101 (Pubitemid 40417771)
12. Durot M, Bourguignon PY, Schachter V (2009) Genome-scale models of bacterial metabolism: reconstruction and applications. FEMS Microbiol Rev 33:164-190
13. Farmer WR, Liao JC (2001) Precursor balancing for metabolic engineering of lycopene production in Escherichia coli. Biotechnol Prog 17:57-61 (Pubitemid 32145375)
14. Feist AM, Herrgard MJ, Thiele I, Reed JL, Palsson BO (2009) Reconstruction of biochemical networks in microorganisms. Nat Rev Microbiol 7:129-143
15. Frense D (2007) Taxanes: perspectives for biotechnological production. Appl Microbiol Biotechnol 73:1233-1240
16. Hefner J, Ketchum RE, Croteau R (1998) Cloning and functional expression of a cDNA encoding geranylgeranyl diphosphate synthase from Taxus canadensis and assessment of the role of this prenyltransferase in cells induced for taxol production. Arch Biochem Biophys 360:62-74 (Pubitemid 29010914)
17. Horwitz SB (1994) How to make taxol from scratch. Nature 367:593-594
18. Irizarry RA, Hobbs B, Collin F, Beazer-Barclay YD, Antonellis KJ, Scherf U, Speed TP (2003) Exploration, normalization, and summaries of high density oligonucleotide array probe level data. Biostatistics 4:249-264
19. Jennewein S, Rithner CD, Williams RM, Croteau RB (2001) Taxol biosynthesis: taxane 13 alpha-hydroxylase is a cytochrome P450-dependent monooxygenase. Proc Natl Acad Sci U S A 98:13595-13600 (Pubitemid 33115943)
20. Jin YS, Stephanopoulos G (2007) Multi-dimensional gene target search for improving lycopene biosynthesis in Escherichia coli. Metab Eng 9:337-347
21. Kang MJ, Lee YM, Yoon SH, Kim JH, Ock SW, Jung KH, Shin YC, Keasling JD, Kim SW (2005) Identification of genes affecting lycopene accumulation in Escherichia coli using a shot-gun method. Biotechnol Bioeng 91:636-642 (Pubitemid 41335498)
22. Kirby J, Nishimoto M, Park JG, Withers ST, Nowroozi F, Behrendt D, Rutledge EJ, Fortman JL, Johnson HE, Anderson JV, Keasling JD (2010) Cloning of casbene and neocembrene synthases from Euphorbiaceae plants and expression in Saccharomyces cerevisiae. Phytochemistry 71:1466-1473
23. Kizer L, Pitera DJ, Pfleger BF, Keasling JD (2008) Application of functional genomics to pathway optimization for increased isoprenoid production. Appl Environ Microbiol 74:3229-3241 (Pubitemid 351747029)
24. Klein-Marcuschamer D, Ajikumar PK, Stephanopoulos G (2007) Engineering microbial cell factories for biosynthesis of isoprenoid molecules: beyond lycopene. Trends Biotechnol 25:417-424 (Pubitemid 350147115)
25. Lau J, Tran C, Licari P, Galazzo J (2004) Development of a high cell-density fed-batch bioprocess for the heterologous production of 6-deoxyerythronolide B in Escherichia coli. J Biotechnol 110:95-103 (Pubitemid 38510257)
26. Lee HH, Molla MN, Cantor CR, Collins JJ (2010) Bacterial charity work leads to population-wide resistance. Nature 467:82-86
27. Leonard E, Ajikumar PK, Thayer K, Xiao WH, Mo JD, Tidor B, Stephanopoulos G, Prather KL (2010) Combining metabolic and protein engineering of a terpenoid biosynthetic pathway for overproduction and selectivity control. Proc Natl Acad Sci U S A 107:13654-13659
28. Martin VJ, Pitera DJ, Withers ST, Newman JD, Keasling JD (2003) Engineering a mevalonate pathway in Escherichia coli for production of terpenoids. Nat Biotechnol 21:796-802 (Pubitemid 36791399)
29. Medini D, Serruto D, Parkhill J, Relman DA, Donati C, Moxon R, Falkow S, Rappuoli R (2008) Microbiology in the post-genomic era. Nat Rev Microbiol 6:419-430 (Pubitemid 351696436)
30. Newman JD, Marshall J, Chang M, Nowroozi F, Paradise E, Pitera D, Newman KL, Keasling JD (2006) High-level production of amorpha-4,11-diene in a two-phase partitioning bioreactor of metabolically engineered Escherichia coli. Biotechnol Bioeng 95:684-691 (Pubitemid 44671470)
31. Nicolaou KC, Yang Z, Liu JJ, Ueno H, Nantermet PG, Guy RK, Claiborne CF, Renaud J, Couladouros EA, Paulvannan K, Sorensen EJ (1994) Total synthesis of taxol. Nature 367:630-634 (Pubitemid 24069071)
32. Paradise EM, Kirby J, Chan R, Keasling JD (2008) Redirection of flux through the FPP branch-point in Saccharomyces cerevisiae by down-regulating squalene synthase. Biotechnol Bioeng 100:371-378 (Pubitemid 351758178)
33. Parekh S, Srinivasan V, Horn M (2008) Bioprocessing using novel cell culture systems. In: Laskin AI, Sariaslani S, Gadd GM (eds) Advances in applied microbiology, vol 63. Elsevier Inc., San Diego, pp 105-143 (Pubitemid 351452249)
34. Phue JN, Shiloach J (2004) Transcription levels of key metabolic genes are the cause for different glucose utilization pathways in E. coli B (BL21) and E. coli K (JM109). J Biotechnol 109:21-30
35. Phue JN, Noronha SB, Hattacharyya R, Wolfe AJ, Shiloach J (2005) Glucose metabolism at high density growth of E. coli B and E. coli K: differences in metabolic pathways are responsible for efficient glucose utilization in E. coli B as determined by microarrays and Northern blot analyses. Biotechnol Bioeng 90:805-820 (Pubitemid 40756675)
36. Phue JN, Lee SJ, Trinh L, Shiloach J (2008) Modified Escherichia coli B (BL21), a superior producer of plasmid DNA compared with Escherichia coli K (DH5alpha). Biotechnol Bioeng 101:831-836
37. Pitera DJ, Paddon CJ, Newman JD, Keasling JD (2007) Balancing a heterologous mevalonate pathway for improved isoprenoid production in Escherichia coli. Metab Eng 9:193-207 (Pubitemid 46329511)
38. Ro DK, Paradise EM, Ouellet M, Fisher KJ, Newman KL, Ndungu JM, Ho KA, Eachus RA, Ham TS, Kirby J, Chang MC, Withers ST, Shiba Y, Sarpong R, Keasling JD (2006) Production of the antimalarial drug precursor artemisinic acid in engineered yeast. Nature 440:940-943
39. Roberts SC (2007) Production and engineering of terpenoids in plant cell culture. Nat Chem Biol 3:387-395
40. Sambrook J, RussellDW(2001) Molecular cloning: a laboratory manual, 3rd edn. Cold Spring Harbor Laboratory, Cold Spring Harbor
41. Skeel RT (1999) Handbook of cancer chemotherapy, 5th edn. Lippincott Williams & Wilkins, Philadelphia
42. Tseng HC, Martin CH, Nielsen DR, Prather KL (2009) Metabolic engineering of Escherichia coli for enhanced production of (R)-and (S)-3-hydroxybutyrate. Appl Environ Microbiol 75:3137-3145
43. Tsuruta H, Paddon CJ, Eng D, Lenihan JR, Horning T, Anthony LC, Regentin R, Keasling JD, Renninger NS, Newman JD (2009) High-level production of amorpha-4,11-diene, a precursor of the antimalarial agent artemisinin, in Escherichia coli. PLoS ONE 4:e4489
44. Vadali RV, Fu Y, Bennett GN, San KY (2005) Enhanced lycopene productivity by manipulation of carbon flow to isopentenyl diphosphate in Escherichia coli. Biotechnol Prog 21:1558-1561 (Pubitemid 41443012)
45. Wang Y, Pfeifer BA (2008) 6-Deoxyerythronolide B production through chromosomal localization of the deoxyerythronolide B synthase genes in E. coli. Metab Eng 10:33-38 (Pubitemid 350298911)
46. Wildung MR, Croteau R (1996) A cDNA clone for taxadiene synthase, the diterpene cyclase that catalyzes the committed step of taxol biosynthesis. J Biol Chem 271:9201-9204 (Pubitemid 26137319)
47. Wu J, Boghigian BA, Myint M, Zhang H, Zhang S, Pfeifer BA (2010) Construction and performance of heterologous polyketide-producing K-12- and B-derived Escherichia coli. Lett Appl Microbiol 51:196-204
48. Yau SY, Keshavarz-Moore E, Ward J (2008) Host strain influences on supercoiled plasmid DNA production in Escherichia coli: Implications for efficient design of large-scale processes. Biotechnol Bioeng 101:529-544
49. Yoon SH, Lee YM, Kim JE, Lee SH, Lee JH, Kim JY, Jung KH, Shin YC, Keasling JD, Kim SW (2006) Enhanced lycopene production in Escherichia coli engineered to synthesize isopentenyl diphosphate and dimethylallyl diphosphate from mevalonate. Biotechnol Bioeng 94:1025-1032 (Pubitemid 44221047)
50. Yoon SH, Kim JE, Lee SH, Park HM, Choi MS, Kim JY, Lee SH, Shin YC, Keasling JD, Kim SW (2007) Engineering the lycopene synthetic pathway in E. coli by comparison of the carotenoid genes of Pantoea agglomerans and Pantoea ananatis. Appl Microbiol Biotechnol 74:131-139 (Pubitemid 46183477)
51. Yoon KW, Doo EH, Kim SW, Park JB (2008) In situ recovery of lycopene during biosynthesis with recombinant Escherichia coli. J Biotechnol 135:291-294
52. Yoon SH, Jeong H, Kwon S-K, Kim JF (2009) Genomics, biological features, and biotechnological applications of Escherichia coli B: "Is B for better?!". In: Lee SY (ed) Systems biology and biotechnology of Escherichia coli. Springer Science+Business Media B.V, Dordrecht, pp 1-17
53. Yuan LZ, Rouviere PE, Larossa RA, Suh W (2006) Chromosomal promoter replacement of the isoprenoid pathway for enhancing carotenoid production in E. coli. Metab Eng 8:79-90 (Pubitemid 43017842)