Purification of cytochrome P450 and ferredoxin, involved in bisphenol A degradation, from Sphingomonas sp. strain AO1

Applied and Environmental Microbiology

Volumn 71, Issue 12, 2005, Pages 8024-8030

  Sasaki, Miho ^a   Akahira, Ayako ^a   Oshiman, Ko Ichi ^b   Tsuchido, Tetsuaki ^a   Matsumura, Yoshinobu ^a  

^a KANSAI UNIVERSITY   (Japan)

^b Sumitomo Forestry Co   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

DIMERS; ENZYMES; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; PHENOLS; PURIFICATION;

BISPHENOL A (BPA); CYTOCHROME P450; FERREDOXIN; MOLECULAR MASSES;

BIODEGRADATION;

1,2 BIS(4 HYDROXYPHENYL) 2 PROPANOL; 2 PROPANOL; 2,2 BIS(4 HYDROXYPHENYL) 1 PROPANOL; 4,4' ISOPROPYLIDENEDIPHENOL; CYTOCHROME P450; FERREDOXIN; FERREDOXIN REDUCTASE; HOMODIMER; OXIDOREDUCTASE; PUTIDAREDOXIN; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; UNCLASSIFIED DRUG; UNSPECIFIC MONOOXYGENASE;

BACTERIUM; BIODEGRADATION; ENZYME ACTIVITY;

ARTICLE; BACTERIAL STRAIN; ELECTRON TRANSPORT; ENZYME ACTIVITY; ENZYME PURIFICATION; GEL FILTRATION CHROMATOGRAPHY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MICROBIAL DEGRADATION; MOLECULAR WEIGHT; NONHUMAN; PROTEIN PURIFICATION; SPHINGOMONAS; SPINACH; TANDEM MASS SPECTROMETRY;

AIR POLLUTANTS, OCCUPATIONAL; AMINO ACID SEQUENCE; BIODEGRADATION, ENVIRONMENTAL; CYTOCHROME P-450 ENZYME SYSTEM; FERREDOXINS; KINETICS; MOLECULAR SEQUENCE DATA; PEPTIDE FRAGMENTS; PHENOLS; SPHINGOMONAS;

BACTERIA (MICROORGANISMS); SPHINGOMONAS; SPHINGOMONAS SP.; SPINACIA OLERACEA;

EID: 29144436705     PISSN: 00992240     EISSN: None     Source Type: Journal    
DOI: 10.1128/AEM.71.12.8024-8030.2005     Document Type: Article

References (49)

1. Appleby, C. A. 1978. Purification of Rhizobium cytochromes P-450. Methods Enzymol. 52:157-166.
2. Armengaud, J., and K. N. Timmis. 1997. Molecular characterization of Fdx1, a putidaredoxin-type [2Fe-2S] ferredoxin able to transfer electrons to the dioxin dioxygenase of Sphingomonas sp. RW1. Eur. J. Biochem. 247:833-842.
3. Berg, A., M. Ingelman-Sundberg, and J. A. Gustafsson. 1979. Purification and characterization of cytochrome P-450meg. J. Biol. Chem. 254:5264-5271.
4. Colborn, T., D. Dumanoski, and J. P. Myers. 1996. Our stolen future. Dutton Signet New York, N. Y.
5. Dorn, P. B., C. S. Chou, and J. J. Getempo. 1987. Degradation of bisphenol A in natural waters. Chemosphere 16:1501-1507.
6. Fukuda, T., H. Uchida, Y. Takashima, T. Uwajima, T. Kawabata, and M. Suzuki. 2001. Degradation of bisphenol A by purified laccase from Trametes villosa. Biochem. Biophys. Res. Commun. 284:704-706.
7. Gaido, K. W., L. S. Leonard, S. Lovell, J. C. Gould, D. Babai, C. J. Portier, and D. P. McDonnell. 1997. Evaluation of chemicals with endocrine modulating activity in a yeast-based steroid hormone receptor gene transcription assay. Toxicol. Appl. Pharmacol. 143:205-212.
8. Hamada, H., R. Tomi, Y. Asada, and T. Furuya. 2002. Phytoremediation of bisphenol A by cultured suspension cells of Eucalyptus perriniana-regioselective hydroxylation and glycosylation. Tetrahedron Lett. 43:1603-1606.
9. Hirano, T., Y. Honda, T. Watanabe, and M. Kuwahara. 2000. Degradation of bisphenol A by the lignin-degrading enzyme, manganese peroxidase, produced by the white-rot basidiomycete, Pleurotus ostreatus. Biosci. Biotechnol. Biochem. 64:1958-1962.
10. Hugo, N., J. Armengaud, J. Gaillard, K. N. Timmis, and Y. Jouanneau. 1998. A novel -2Fe-2S- ferredoxin from Pseudomonas putida mt2 promotes the reductive reactivation of catechol 2,3-dioxygenase. J. Biol. Chem. 273:9622-9629.
11. Hui Bon Hoa, G., C. Di Primo, I. Dondaine, S. G. Sugar, I. C. Gunsalus, and P. Douzou. 1989. Conformational changes of cytochromes P-450cam and P-4501in induced by high pressure. Biochemistry 28:651-656.
12. Ike, M., C. S. Jin, and M. Fujita. 1995. Isolation and characterization of a novel bisphenol A-degrading bacterium, Pseudomonas paucimobilis strain FJ-4. Jpn. J. Water Treat. Biol. 31:203-212.
13. Imai, Y., and R. Sato. 1967. Conversion of P-450 to P-420 by neutral salts and some other reagents. Eur. J. Biochem. 1:419-426.
14. Jung, Y. S., H. S. Gao-Sheridan, J. Christiansen, D. R. Dean, and B. K. Burgess. 1999. Purification and biophysical characterization of a new [2Fe-2S] ferredoxin from Azotobacter vinelandii, a putative [Fe-S] cluster assembly/repair protein. J. Biol. Chem. 274:32402-32410.
15. Kitazume, T., A. Tanaka, N. Takaya, A. Nakamura, S. Matsuyama, T. Suzuki, and H. Shoun. 2002. Kinetic analysis of hydroxylation of saturated fatty acids by recombinant P450foxy produced by an Escherichia coli expression system. Eur. J. Biochem. 269:2075-2082.
16. Krishnan, A. V., P. Stathis, S. F. Permuth, L. Tokes, and D. Feldman. 1993. Bisphenol-A: an estrogenic substance is released from polycarbonate flasks during autoclaving. Endocrinology 132:2279-2286.
17. Laemmli, U. K. 1970. Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature 227:680-685.
18. Lambalot, R. H., D. E. Cane, J. J. Aparicio, and L. Katz. 1995. Overproduction and characterization of the erythromycin C-12 hydroxylase, EryK. Biochemistry 34:1858-1866.
19. Lewis, D. F., and P. Hlavica. 2000. Interactions between redox partners in various cytochrome P450 systems: functional and structural aspects. Biochim. Biophys. Acta 1460:353-374.
20. Lobos, J. H., T. K. Leib, and T. M. Su. 1992. Biodegradation of bisphenol A and other bisphenols by a gram-negative aerobic bacterium. Appl. Environ. Microbiol. 58:1823-1831.
21. Martinis, S. A., S. R. Blanke, L. P. Hager, S. G. Sugar, G. H. Hoa, J. J. Rux, and J. H. Dawson. 1996. Probing the heme iron coordination structure of pressure-induced cytochrome P420cam. Biochemistry 35:14530-14536.
22. 2 ferredoxin from Pseudomonas. Biochemistry 38:5666-5675.
23. Munro, A. W., and J. G. Lindsay. 1996. Bacterial cytochromes P-450. Mol. Microbiol. 20:1115-1125.
24. Nakajima, N., Y. Ohshima, S. Serizawa, T. Kouda, J. S. Edmonds, F. Shiraishi, M. Aono, A. Kubo, M. Tamaoki, H. Saji, and M. Morita. 2002. Processing of bisphenol A by plant tissues: glucosylation by cultured BY-2 cells and glucosylation/translocation by plants of Nicotiana tabacum. Plant Cell Physiol. 43:1036-1042.
25. O'Keefe, D. P., K. J. Gibson, M. H. Emptage, R. Lenstra, J. A. Romesser, P. J. Litle, and C. A. Omer. 1991. Ferredoxins from two sulfonylurea herbicide monooxygenase systems in Streptomyces griseolus. Biochemistry 30:447-455.
26. Olea, N., P. Pazos, and J. Exposito. 1998. Inadvertent exposure to xenoestrogens. Eur. J. Cancer Prev. 7(Suppl. 1):S17-S23.
27. Omura, T., and R. Sato. 1964. The carbon monoxide-binding pigment of liver microsomes. Evidence for its hemoprotein nature. J. Biol. Chem. 239: 2370-2378.
28. Omura, T., and R. Sato. 1964. The carbon monoxide-binding pigment of liver microsomes. Solubilization, purification, and properties. J. Biol. Chem. 239:2379-2387.
29. Peterson, J. A., J. Y. Lu, J. Geisselsoder, S. Graham-Lorence, C. Carmona, F. Witney, and M. C. Lorence. 1992. Cytochrome P-450terp. Isolation and purification of the protein and cloning and sequencing of its operon. J. Biol. Chem. 267:14193-14203.
30. Pottenger, L. H., J. Y. Domoradzki, D. A. Markham, S. C. Hansen, S. Z. Cagen, and J. M. Waechter, Jr. 2000. The relative bioavailability and metabolism of bisphenol A in rats is dependent upon the route of administration. Toxicol. Sci. 54:3-18.
31. Pritchett, J. J., R. K. Kuester, and I. G. Sipes. 2002. Metabolism of bisphenol A in primary cultured hepatocytes from mice, rats, and humans. Drug Metab. Dispos. 30:1180-1185.
32. Ramachandra, M., R. Seetharam, M. H. Emptage, and F. S. Sariaslani. 1991. Purification and characterization of a soybean flour-inducible ferredoxin reductase of Streptomyces griseus. J. Bacteriol. 173:7106-7112.
33. Ronen, Z., and A. Abeliovich. 2000. Anaerobic-aerobic process for microbial degradation of tetrabromobisphenol A. Appl. Environ. Microbiol. 66:2372-2377.
34. Sakurai, A., S. Toyoda, and M. Sakakibara. 2001. Removal of bisphenol A by polymerization and precipitation method using Coprinus cinereus peroxidase. Biotechnol. Lett. 23:995-998.
35. Sasaki, M., J. Maki, K. Oshiman, Y. Matsumura, and T. Tsuchido. 2005. Biodegradation of bisphenol A by cells and cell lysate from Sphingomonas sp. strain AO1. Biodegradation 16:449-459.
36. Shimada, H., S. Nagano, H. Hori, and Y. Ishimura. 2001. Putidaredoxin-cytochrome P450cam interaction. J. Inorg. Biochem. 83:255-260.
37. Sielaff, B., J. R. Andreesen, and T. Schrader. 2001. A cytochrome P450 and a ferredoxin isolated from Mycobacterium sp. strain HE5 after growth on morpholine. Appl. Microbiol. Biotechnol. 56:458-464.
38. Spivack, J., T. K. Leib, and J. H. Lobos. 1994. Novel pathway for bacterial metabolism of bisphenol A. Rearrangements and stilbene cleavage in bisphenol A metabolism. J. Biol. Chem. 269:7323-7329.
39. Staples, C. A., P. B. Dorn, G. M. Klecka, S. T. O'Block, and L. R. Harris. 1998. A review of the environmental fate, effects, and exposures of bisphenol A. Chemosphere 36:2149-2173.
40. Stern, J. O., and J. Peisach. 1974. A model compound study of the CO-adduct of cytochrome P-450. J. Biol. Chem. 249:7495-7498.
41. Strobel, H. W., and J. D. Dignam. 1978. Purification and properties of NADPH-cytochrome P-450 reductase. Methods Enzymol. 52:89-96.
42. Sugita-Konishi, Y., S. Shimura, T. Nishikawa, F. Sunaga, H. Naito, and Y. Suzuki. 2003. Effect of bisphenol A on non-specific immunodefenses against non-pathogenic Escherichia coli. Toxicol. Lett. 136:217-227.
43. Ta, D. T., and L. E. Vickery. 1992. Cloning, sequencing, and overexpression of a [2Fe-2S] ferredoxin gene from Escherichia coli. J. Biol. Chem. 267: 11120-11125.
44. Tanaka, T., K. Yamada, T. Tonosaki, T. Konishi, H. Goto, and M. Taniguchi. 2000. Enzymatic degradation of alkylphenols, bisphenol A, synthetic estrogen and phthalic ester. Water Sci. Technol. 42:89-95.
45. Tsutsumi, Y., T. Haneda, and T. Nishida. 2001. Removal of estrogenic activities of bisphenol A and nonylphenol by oxidative enzymes from lignin-degrading basidiomycetes. Chemosphere 42:271-276.
46. Uchida, H., T. Fukuda, H. Miyamoto, T. Kawabata, M. Suzuki, and T. Uwajima. 2001. Polymerization of bisphenol A by purified laccase from Trametes villosa. Biochem. Biophys. Res. Commun. 287:355-358.
47. Wong, L. L. 1998. Cytochrome P450 monooxygenases. Curr. Opin. Chem. Biol. 2:263-268.
48. Yim, S. H., H. J. Kim, and I. S. Lee. 2003. Microbial metabolism of the environmental estrogen bisphenol A. Arch. Pharm. Res. (Seoul) 26:805-808.
49. Yu, C., and I. C. Gunsalus. 1974. Cytochrome P-450cam. II. Interconversion with P-420. J. Biol. Chem. 249:102-106.