Tricistronic overexpression of cytochrome P450cam, putidaredoxin, and putidaredoxin reductase provides a useful cell-based catalytic system

Biotechnology Letters

Volumn 31, Issue 9, 2009, Pages 1427-1431

  Kim, Donghak ^a,b   de Montellano, Paul R Ortiz ^b  

^a Konkuk University   (South Korea)

^b UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

Camphor; Limonene; P450; Tricistronic expression

Indexed keywords

CAMPHOR; CATALYTIC SYSTEM; CATALYTIC TURNOVER; CELL-BASED; CYTOCHROME P450; E. COLI; FUNCTIONAL EXPRESSION; HIGH YIELD; LIMONENE; LOW COSTS; OVER-EXPRESSION; P450; PERILLYL ALCOHOL; PRODUCTION OF FINE CHEMICALS; PSEUDOMONAS PUTIDA; PUTIDAREDOXIN; TRICISTRONIC; TRICISTRONIC EXPRESSION; WHOLE CELL;

CELL MEMBRANES; ESCHERICHIA COLI; PALLADIUM;

CAMS;

BACTERIA (MICROORGANISMS); DRYOBALANOPS; ESCHERICHIA COLI; PSEUDOMONAS PUTIDA;

CAMPHOR; CAMPHOR 5 MONOOXYGENASE; CYCLOHEXENE DERIVATIVE; FERREDOXIN; LIMONENE; OXIDOREDUCTASE; PERILLYL ALCOHOL; PUTIDAREDOXIN; PUTIDAREDOXIN REDUCTASE; RECOMBINANT PROTEIN; TERPENE;

ARTICLE; BIOSYNTHESIS; BIOTRANSFORMATION; ENZYMOLOGY; ESCHERICHIA COLI; GENE DOSAGE; GENE EXPRESSION; GENETICS; METABOLISM; PSEUDOMONAS PUTIDA;

BIOTRANSFORMATION; CAMPHOR; CAMPHOR 5-MONOOXYGENASE; CYCLOHEXENES; ESCHERICHIA COLI; FERREDOXINS; GENE DOSAGE; GENE EXPRESSION; MONOTERPENES; NADH, NADPH OXIDOREDUCTASES; PSEUDOMONAS PUTIDA; RECOMBINANT PROTEINS; TERPENES;

EID: 70349578970     PISSN: 01415492     EISSN: 15736776     Source Type: Journal    
DOI: 10.1007/s10529-009-0016-3     Document Type: Article

References (15)

1. Guengerich FP (2001) Common and uncommon cytochrome P450 reactions related to metabolism and chemical toxicity. Chem Res Toxicol 14:611-650
2. Katagiri M, Ganguli BN, Gunsalus IC (1968) A soluble cytochrome P-450 functional in methylene hydroxylation. J Biol Chem 243:3543-3546
3. Kim D, Guengerich FP (2004) Selection of human cytochrome P450 1A2 mutants with selectivity enhanced catalytic activity for heterocyclic amine N-hydroxylation. Biochemistry 43:981-988
4. Lamb DC, Guengerich FP, Kelly SL, Waterman MR (2006) Exploiting Streptomyces coelicolor A3(2) P450s as a model for application in drug discovery. Expert Opin Drug Metab Toxicol 2:27-40
5. Miyazawa M, Shindo M, Shimada T (2002) Metabolism of (+)- and (-)-limonenes to respective carveols and perillyl alcohols by CYP2C9 and CYP2C19 in human liver microsomes. Drug Metab Dispos 30:602-607
6. Murphy TM, Vu H, Nguyen T (1998) The superoxide synthases of rose cells. Plant Physiol 117:1301-1305
7. Ortiz de Montellano PR (2005) Cytochrome P450: structure, mechanism, and biochemistry, 3rd edn. Plenum Press, New York
8. Paine MJI, Scrutton NS, Munro AW, Gutierrez A, Roberts GCK, Wolf CR (2004) Electron transfer partners of cytochrome P450, 3rd edn. Plenum Press, New York
9. Parikh A, Gillam EM, Guengerich FP (1997) Drug metabolism by Escherichia coli expressing human cytochromes P450. Nat Biotechnol 15:784-788
10. Poulos TL, Perez M, Wagner GC (1982) Preliminary crystallographic data on cytochrome P-450CAM. J Biol Chem 257:10427-10429
11. Reddy BS, Wang CX, Samaha H, Lubet R, Steele VE, Kelloff GJ, Rao CV (1997) Chemoprevention of colon carcinogenesis by dietary perillyl alcohol. Cancer Res 57:420-425
12. Sibbesen O, De Voss JJ, Montellano PR (1996) Putidaredoxin reductase-putidaredoxin-cytochrome p450cam triple fusion protein. Construction of a self-sufficient Escherichia coli catalytic system. J Biol Chem 271:22462-22469
13. Sibbesen O, Zhang Z, Ortiz de Montellano PR (1998) Cytochrome P450cam substrate specificity: relationship between structure and catalytic oxidation of alkylbenzenes. Arch Biochem Biophys 353:285-296
14. Trudgill PW, DuBus R, Gunsalus IC (1966) Mixed function oxidation V. Flavin interaction with a reduced diphosphopyridine nucleotide dehydrogenase, one of the enzymes participating in camphor lactonization. J Biol Chem 241:1194-1205
15. van Beilen JB, Holtackers R, Luscher D, Bauer U, Witholt B, Duetz WA (2005) Biocatalytic production of perillyl alcohol from limonene by using a novel Mycobacterium sp. cytochrome P450 alkane hydroxylase expressed in Pseudomonas putida. Appl Environ Microbiol 71:1737-1744