Efficient production of (2S)-flavanones by Escherichia coli containing an artificial biosynthetic gene cluster

Applied Microbiology and Biotechnology

Volumn 68, Issue 4, 2005, Pages 498-504

  Miyahisa, Ikuo ^a   Kaneko, Masafumi ^a   Funa, Nobutaka ^a   Kawasaki, Hisashi ^a   Kojima, Hiroyuki ^a   Ohnishi, Yasuo ^a   Horinouchi, Sueharu ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

BIOSYNTHESIS; CELLS; ENZYMES; ESCHERICHIA COLI; GENES; GENETIC ENGINEERING; PIGMENTS; PLANTS (BOTANY); YEAST;

BIOSYNTHETIC GENE CLUSTERS; CHALCONE SYNTHASE; CORYNEBACTERIUM GLUTAMICUM; FERMENTATIVE PRODUCTION;

BACTERIOLOGY;

ACETYL COENZYME A CARBOXYLASE; CHALCONE SYNTHASE; CINNAMIC ACID; COUMARIC ACID; FLAVANONE DERIVATIVE; LONG CHAIN FATTY ACID COENZYME A LIGASE; MALONYL COENZYME A; NARINGENIN; PHENYLALANINE; PHENYLALANINE AMMONIA LYASE; PINOCEMBRINE; SYNTHETIC DNA; TYROSINE;

FERMENTATION;

ARTICLE; BACTERIAL CELL; BACTERIUM CULTURE; CELL DENSITY; CONTROLLED STUDY; CORYNEBACTERIUM GLUTAMICUM; DRUG SYNTHESIS; ESCHERICHIA COLI; FERMENTATION; GENE CLUSTER; GENE CONSTRUCT; GENE LIBRARY; GENE SEQUENCE; GENETIC CODE; GENETIC TRANSDUCTION; GLYCYRRHIZA; INOCULATION; NONHUMAN; PLASMID; PROMOTER REGION; PROTEIN EXPRESSION; PUERARIA; RECOMBINANT DNA TECHNOLOGY; STREPTOMYCES COELICOLOR; YEAST;

ESCHERICHIA COLI; FERMENTATION; FLAVANONES; GENES, PLANT; GENES, SYNTHETIC; GENETIC ENGINEERING; MALONYL COENZYME A;

BACTERIA (MICROORGANISMS); CORYNEBACTERIUM GLUTAMICUM; ESCHERICHIA COLI; GLYCYRRHIZA; HELICHRYSUM PETIOLARE; PUERARIA; STREPTOMYCES COELICOLOR;

EID: 27644520003     PISSN: 01757598     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00253-005-1916-3     Document Type: Article

References (28)

1. Bednar RA, Hadcock JR (1988) Purification and characterization of chalcone isomerase from soybeans. J Biol Chem 263:9582-9588
2. Bradley JM, Deroles SC, Boase MR, Bloor S, Swinny E, Davis KM (1999) Variation in the ability of the maize Lc regulatory gene to upregulate flavonoid biosynthesis in heterologous systems. Plant Sci 140:31-39
3. Bravo L (1998) Polyphenols: chemistry, dietary sources, metabolism, and nutritional significance. Nutr Rev 56:317-333
4. Davis MS, Cronan JE Jr (2001) Inhibition of Escherichia coli acetyl-CoA carboxylase by acyl-acyl carrier protein. J Bacteriol 183:1499-1503
5. Davis MS, Solbiati J, Cronan JE Jr (2000) Overproduction of acetyl-CoA carboxylase activity increases the rate of fatty acid biosynthesis in Escherichia coli. J Biol Chem 275:28593-28598
6. Dixon RA, Steele CL (1999) Flavonoids and isoflavonoids - a gold mine for metabolic engineering. Trends Plant Sci 4:394-400
7. File SE, Jarrett N, Fluck E, Duffy R, Casey K, Wiseman H (2001) Eating soya improves human memory. Psychopharmacology 157:430-436
8. Grotewold E, Chamberlin M, Snok M, Siame B, Butler L, Swenson J, Maddock S, St Clair G, Browen B (1998) Engineering secondary metabolism in maize cells by ectopic expression of transcription factors. Plant Cell 10:721-740
9. Hotze M, Schröder G, Schröder J (1995) Cinnamate 4-hydroxylase from Catharanthus roseus, and a strategy for the functional expression of plant cytochrome P450 proteins as transcriptional fusions with P450 reductase in E. coli. FEBS Lett 374:345-350
10. Hwang EI, Kaneko M, Ohnishi Y, Horinouchi S (2003) Production of plant-specific flavanones by Escherichia coli containing an artificial gene cluster. Appl Environ Microbiol 69:2699-2706
11. Jez JM, Bowman ME, Dixon RA, Noel JP (2000) Structure and mechanism of evolutionarily unique enzyme chalcone isomerase. Nat Struct Biol 7:786-791
12. Kaneko M, Hwang EI, Ohnishi Y, Horinouchi S (2003a) Heterologous production of flavanones in Escherichia coli: potential for combinatorial biosynthesis of flavonoids in bacteria. J Ind Microbiol Biotechnol 30:456-461
13. Kaneko M, Ohnishi Y, Horinouchi S (2003b) Cinnamate: coenzyme A ligase from the filamentous bacterium Streptomyces coelicolor A3(2). J Bacteriol 185:20-27
14. Krause M, Galensa R (1991) Analysis of enantiomeric flavanones in plant extracts by high-performance liquid chromatography on a cellulose triacetate based chiral stationary phase. Chromatographia 32:69-72
15. Kyndt JA, Meyer TE, Cusanovich MA, Van Beeumen JJ (2002) Characterization of a bacterial tyrosine ammonia lyase, a biosynthetic enzyme for the photoactive yellow protein. FEBS Lett 512:240-244
16. Lamartiniere CA (2000) Protection against breast cancer with genistein: a component of soy. Am J Clin Nutr 71:1705S-1707S
17. Le Marchand L (2002) Cancer preventive effects of flavonoids - a review. Biomed Pharmacother 56:296-301
18. Mol JNM, Robbinst MP, Dixon RA, Veltkamp E (1985) Spontaneous and enzymic rearrangement of naringenin chalcone to flavanone. Phytochemistry 24:2267-2269
19. Pohl NL (2002) Nonnatural substrates for polyketide synthases and their associated modifying enzymes. Curr Opin Chem Biol 6:773-778
20. Rodriguez E, McDaniel R (2001) Combinatorial biosynthesis of antimicrobials and other natural products. Curr Opin Microbiol 4:526-534
21. Sambrook J, Russell DW (2001) Molecular cloning: a laboratory manual, 3rd edn. Cold Spring Harbor Laboratory, Cold Spring Harbor, N.Y.
22. Schröder J (1997) A family of plant-specific polyketide synthases: facts and predictions. Trends Plant Sci 2:373-378
23. Scott DA, Hammond PM, Brearly GM, Price CP (1992) Identification by high-performance liquid chromatography of tyrosine ammonia-lyase activity in purified fractions of Phaseolus vulgaris phenylalanine ammonia-lyase. J Chromatogr 575:309-312
24. Takamura Y, Nomura G (1988) Changes in the intracellular concentration of acetyl-CoA and malonyl-CoA in relation to the carbon and energy metabolism of Escherichia coli K12. J Gen Microbiol 134:2249-2253
25. Terai Y, Fujii T, Byun S-H, Nakajima O, Hakamatsuka T, Ebizuka Y, Sankawa U (1996) Cloning of chalcone-flavanone isomerase cDNA from Pueraria lobata and its overexpression in Escherichia coli. Protein Expr Purif 8:183-190
26. Watts KT, Lee PC, Schmidt-Dannert C (2004) Exploring recombinant flavonoid biosynthesis in metabolically engineered Escherichia coli. Chem Biochem 5:500-507
27. Weisshaar B, Jenkins GI (1998) Phenylpropanoid biosynthesis and its regulation. Curr Opin Plant Biol 1:251-257
28. Winkel-Shirley B (2001) Flavonoid biosynthesis. A colorful model for genetics, biochemistry, cell biology, and biotechnology. Plant Physiol 126:485-493