Biodegradation of dioxins by recombinant Escherichia coli expressing rat CYP1A1 or its mutant

Applied Microbiology and Biotechnology

Volumn 72, Issue 3, 2006, Pages 584-590

  Shinkyo, Raku ^a   Kamakura, Masaki ^b   Ikushiro, Shin Ichi ^b   Inouye, Kuniyo ^a   Sakaki, Toshiyuki ^b  

^a KYOTO UNIVERSITY   (Japan)

^b TOYAMA PREFECTURAL UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ENZYMATIC PROPERTIES; KINETIC ANALYSIS; METABOLIC ACTIVITY; PROKARYOTIC CELLS;

BIODEGRADATION; BIOLOGICAL MEMBRANES; ENZYMES; ESCHERICHIA COLI; METABOLISM; MUTAGENESIS; YEAST;

TOXIC MATERIALS;

2,3,7,8 TETRACHLORODIBENZO PARA DIOXIN; ALANINE; CYTOCHROME P450 1A1; DIOXIN; MUTANT PROTEIN; PHENYLALANINE; POLYCHLORINATED DIBENZODIOXIN; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE FERRIHEMOPROTEIN REDUCTASE;

BIODEGRADATION; BIOREMEDIATION; COLIFORM BACTERIUM; ENZYME ACTIVITY; GENE EXPRESSION; METABOLISM; MUTAGENICITY; PCDD; TCDD; TOXIC MATERIAL; YEAST;

AMINO TERMINAL SEQUENCE; ANIMAL CELL; ARTICLE; BACTERIAL GENE; BACTERIAL METABOLISM; BACTERIUM CULTURE; BINDING KINETICS; BIODEGRADATION; BIOREMEDIATION; ESCHERICHIA COLI; F240A GENE; GENE EXPRESSION REGULATION; GENE MUTATION; NONHUMAN; PROKARYOTE; RAT; SOIL POLLUTION;

ANIMALS; BIODEGRADATION, ENVIRONMENTAL; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CYTOCHROME P-450 CYP1A1; DIOXINS; ESCHERICHIA COLI; GENE DELETION; GENE LIBRARY; HUMANS; LUNG; NADPH-FERRIHEMOPROTEIN REDUCTASE; RATS; RECOMBINANT PROTEINS;

ESCHERICHIA COLI; PROKARYOTA;

EID: 33747663756     PISSN: 01757598     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00253-005-0286-1     Document Type: Article

References (35)

1. Aoyama Y, Yoshida Y, Kubota S, Kumaoka H, Furumichi A (1978) NADPH-cytochrome P-450 reductase of yeast microsomes. Arch Biochem Biophys 185:362-369
2. Armengaud J, Happe B, Timmis K (1998) Genetic analysis of dioxin dioxygenase of Sphingomonas sp. strain RW1: catabolic genes dispersed on the genome. J Bacteriol 180:3954-3966
3. Barnes HJ, Arlotto MP, Waterman M (1991) Expression and enzymatic activity of recombinant cytochrome P450 17α-hydroxylation in Escherichia coli. Proc Natl Acad Sci U S A 88:5597-5601
4. Bumpus JA, Tien M, Wright D, Aust SD (1985) Oxidation of persistent environmental pollutants by a white rot fungus. Science 228:1434-1436
5. Bunge M, Adrian L, Kraus A, Opel M, Lorenz WG, Andreesen JR, Görisch H, Lechner U (2003) Reductive dehalogenation of chlorinated dioxins by an anaerobic bacterium. Nature 421:357-360
6. Cosme J, Johnson EF (2000) Engineering microsomal cytochrome P450 2C5 to be a soluble, monomeric enzyme. Mutations that alter aggregation, phospholipid dependence of catalysis, and membrane binding. J Biol Chem 275:2545-2553
7. Graham-Lorence S, Amarneh B, White RE (1995) A three-dimensional model of aromatase cytochrome P450. Protein Sci 4:1065-1080
8. Guo Z, Gilliam EMJ, Ohmori S, Tukey RH, Guengerich FP (1994) Expression of modified human cytochrome P450 1A1 in Escherichia coli: effects of 5′ substitution, stabilization, purification, spectral characterization, and catalytic properties. Arch Biochem Biophys 312:436-446
9. 2+ affinity chromatography. FEMS Microbiol Lett 137:151-156
10. Fornwald JA, Donovan MJ, Geber R, Keller J, Taylor DP, Arcuri EJ, Brawner ME (1993) Soluble forms of the human T cell receptor CD4 are efficiently expressed by Streptomyces lividans. Biotechnology 11:1031-1036
11. Inouye K, Shinkyo R, Takita T, Ohta M, Sakaki T (2002) Metabolism of polychlorinated dibenzo-p-dioxins (PCDDs) by human cytochrome P450-dependent monooxygenase systems. J Agric Food Chem 50:5496-5502
12. Iwata H, Fujita K, Kushida H, Suzuki A, Konno Y, Nakamura K, Fujino A, Kamataki T (1998) High catalytic activity of human cytochrome P450 co-expressed with human NADPH-cytochrome P450 reductase in Escherichia coli. Biochem Pharmacol 55:1315-1325
13. Jenkins CM, Waterman MR (1994) Flavodoxin and NADPH-flavodoxin reductase from Escherichia coli support bovine cytochrome P450c17 hydroxylase activities. J Biol Chem 269:27401-27408
14. Kimura N, Urushigawa Y (2001) Metabolism of dibenzo-p-dioxin and chlorinated dibenzo-p-dioxin by a gram-positive bacterium, Rhodococcus opacus SAO101. J Biosci Bioeng 92:138-143
15. Lowry OH, Rosebrough NJ, Farr AL, Randall RJ (1951) Protein measurement with the folin phenol reagent. J Biol Chem 193:265-275
16. Mast N, Andersson U, Nakayama K, Bijorkhem I, Pikuleva A (2004) Expression of human cytochrome P450 46A1 in Escherichia coli: effects of N- and C-terminal modifications. Arch Biochem Biophys 428:99-108
17. Murtazina D, Puchkaev AV, Schein CH, Oezguen N, Braun W, Nanavati A, Pikuleva IA (2002) Membrane-protein interactions contribute to efficient 27-hydroxylation of cholesterol by mitochondrial cytochrome P450 27A1. J Biol Chem 277:37582-37589
18. Nakashima N, Tamura T (2004a) A novel system of expressing recombinant proteins over a wide temperature range from 4 to 35 degrees C. Biotechnol Bioeng 86:136-148
19. Nakashima N, Tamura T (2004b) Isolation and characterization of a rolling-circle-type plasmids from Rhodococcus erythropolis and application of the plasmid to multiple-recombinant protein expression. Appl Environ Microbiol 70:1181-1189
20. Nojiri H, Nam JW, Kosaka M, Morii K, Takemura IT, Furihata K, Yamane H, Omori T (1999) Diverse oxygenations catalyzed by carbazole 1,9a-dioxygenase from Pseudomonas sp. Strain CA10. J Bacteriol 181:3105-3113
21. Ohta Y, Sakaki T, Yabusaki Y, Ohkawa H, Kawato S (1994) Rotation and membrane topology of genetically expressed methylcolanthrene-inducible cytochrome P-4501A1 lacking the N-terminal hydrophobic segment in yeast microsomes. J Biol Chem 269:15597-15600
22. Olins PO, Rangwala SH (1989) A novel sequence element derived from Bacteriophage T7 mRNA acts as an enhancer of translation of the lacZ gene in Escherichia coli. J Biol Chem 264:16973-1697
23. Omura T, Sato R (1964) The carbon monoxide-binding pigment of liver microsomes: II. Solubilization, purification, and properties. J Biol Chem 239:2379-238
24. Orihara K, Yamazaki T, Shinkyo R, Sakaki T, Inouye K, Tsukamoto A, Sugiura J, Shishido K (2005) Rat cytochrome P450-mediated transformation of dichlorodibenzo-p-dioxins by recombinant white-rot basidiomycete Coriolus hirsutus. Appl Microbiol Biotechnol 69(1):22-28
25. Parikh A, Guengerich FP (1997) Drug metabolism by Escherichia coli expressing human cytochromes P450. Nat Biotechnol 15:784-788
26. Sato SI, Nam JW, Kasuga K, Nojiri H, Yamane H, Omori T (1997) Identification and characterization of genes encoding carbazol 1,9a-dioxygenase in Pseudomonas sp. Strain CA10. J Bacteriol 179:4850-4858
27. Sakaki T, Soga A, Yabusaki Y, Ohkawa H (1984) Characterization of three forms of cytochrome P-450 isolated from liver microsomes of rats treated with 3-methylcholamthrene. J Biochem 96:117-126
28. Sakaki T, Kominami S, Takemori S, Ohkawa H, Akiyoshi-Shibata M, Yabusaki Y (1994) Kinetic studies on a genetically engineered fused enzyme between rat cytochrome P4501A1 and yeast NADPH-P450 reductase. Biochemistry 33:4933-4939
29. Sakaki T, Shinkyo R, Takita T, Ohta M, Inouye K (2002) Biodegradation of polychlorinated dibenzo-p-dioxins by recombinant yeast expressing rat CYP1A subfamily. Arch Biochem Biophys 401:91-98
30. Shinkyo R, Sakaki T, Ohta M, Inouye K (2003a) Metabolic pathways of dioxin by CYP1A1: species difference between rat and human CYP1A subfamily in the metabolism of dioxins. Arch Biochem Biophys 409:180-187
31. Shinkyo R, Sakaki T, Takita T, Ohta M, Inouye K (2003b) Generation of 2,3,7,8-TCDD-metabolizing enzyme by modifying rat CYP1A1 through site-directed mutagenesis. Biochem Biophys Res Commun 308:511-517
32. Spratt JM, Britton WJ, Triccas JA (2003) Identification of strong promoter elements of Mycobacterium smegmatis and their utility for foreign gene expression in mycobacteria. FEMS Microbiol Lett 224:139-142
33. Sulistyaningdyah WT, Ogawa J, Li QS, Shinkyo R, Sakaki T, Inouye K, Schmid RD, Shimizu S (2004) Metabolism of polychlorinated dibenzo-p-dioxins by cytochrome P450 BM-3 and its mutant. Biotechnol Lett 26:1857-1860
34. Vail RB, Homann MJ, Hanna I, Zaks A (2005) Preparative synthesis of drug metabolites using human cytochrome P450s 3A4, 2C9, and 1A2 with NADPH-P450 reductase expressed in Escherichia coli. J Ind Microbiol Biotechnol 32:67-74
35. Williams PA, Comse J, Sridhar V, Johnson EF, McRee DE (2000) Mammalian microsomal cytochrome P450 monooxygenase: structural adaptations for membrane binding and functional diversity. Mol Cell 5:121-131