Biodegradation of bisphenol A by cells and cell lysate from Sphingomonas sp. strain AO1

Biodegradation

Volumn 16, Issue 5, 2005, Pages 449-459

  Sasaki, Miho ^a   Maki, Jun Ichi ^a   Oshiman, Ko Ichi ^b   Matsumura, Yoshinobu ^a   Tsuchido, Tetsuaki ^a  

^a KANSAI UNIVERSITY   (Japan)

^b Osaka Forestry Office   (Japan)

Author keywords

Biodegradation; Bisphenol A; Cytochrome P450; Sphingomonas sp.

Indexed keywords

ACTIVATION ANALYSIS; BACTERIA; BIODEGRADATION; CARBON; CARBON MONOXIDE; CELLS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; INITIATORS (CHEMICAL); SALTS;

BACTERIAL STRAIN; BISPHENOL; CELL LYSATE; VEGETABLE-GROWING FIELD;

PHENOLS;

4,4' ISOPROPYLIDENEDIPHENOL; CARBON; CARBON MONOXIDE; CYTOCHROME P450 INHIBITOR; METYRAPONE; NICOTINAMIDE ADENINE DINUCLEOTIDE; NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; SODIUM CHLORIDE;

BACTERIUM; BIODEGRADATION; PHENOL;

ADDITION REACTION; ARTICLE; BACTERIAL GROWTH; BACTERIAL STRAIN; BACTERIUM CULTURE; BACTERIUM ISOLATION; CELL LYSATE; COENZYME; CONTROLLED STUDY; GAS CHROMATOGRAPHY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; JAPAN; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; MICROBIAL DEGRADATION; NONHUMAN; NUCLEOTIDE SEQUENCE; SOIL BACTERIUM; SOLUBILITY; SPHINGOMONAS; SUPERNATANT;

BIODEGRADATION, ENVIRONMENTAL; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CULTURE MEDIA; CYTOCHROME P-450 ENZYME SYSTEM; DNA, BACTERIAL; DNA, RIBOSOMAL; ENVIRONMENTAL POLLUTANTS; KINETICS; MASS SPECTROMETRY; MOLECULAR SEQUENCE DATA; PHENOLS; SOIL MICROBIOLOGY; SPHINGOMONAS; SUBCELLULAR FRACTIONS;

BACTERIA (MICROORGANISMS); SPHINGOMONAS SP.;

EID: 14944367230     PISSN: 09239820     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10532-004-5023-4     Document Type: Article

References (42)

1. L Al-Kassim KE Taylor JA Nicell JK Bewtra N Biswas 1994 Enzymatic removal of selected aromatic contaminants from wastewater by a fungal peroxidase from Coprinus macrorhizus in batch reactors J. Chem. Technol. Biotechnol. 61 179 182
2. A Atkinson D Roy 1995a In vivo DNA adduct formation by bisphenol A Environ. Mol. Mutagen 26 60 66
3. A Atkinson D Roy 1995b In vitro conversion of environmental estrogenic chemical bisphenol A to DNA binding metabolite(s) Biochem. Biophys. Res. Commun. 210 424 433
4. B Bhushan S Trott JC Spain A Halasz L Paquet J Hawari 2003 Biotransformation of hexahydro-1, 3, 5-trinitro-1, 3, 5-triazine (RDX) by a rabbit liver cytochrome P450: insight into the mechanism of RDX biodegradation by Rhodococcus sp. strain DN22 Appl. Environ. Microbiol. 69 1347 1351
5. JA Brotons MF Olea-Serrano M Villalobos V Pedraza N Olea 1995 Xenoestrogens released from lacquer coatings in food cans Environ. Health Perspect. 103 608 612
6. R Cohen L Persky Y Hadar 2002 Biotechnological applications and potential of wood-degrading mushrooms of the genus Pleurotus Appl. Microbiol. Biotechnol. 58 582 594
7. T Colborn D Dumanoski JP Myers 1996 Our stolen future Dutton Signet New York
8. NV Coleman JC Spain T Duxbury 2002 Evidence that RDX biodegradation by Rhodococcus strain DN22 is plasmid-borne and involves a cytochrome p-450 J. Appl. Microbiol. 93 463 472
9. KW Gaido LS Leonard S Lovell JC Gould D Babai CJ Portier DP 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
10. T Fukuda H Uchida Y Takashima T Uwajima T Kawabata M Suzuki 2001 Degradation of bisphenol A by purified laccase from Trametes villosa Biochem. Biophys. Res. Commun. 284 704 706
11. MH Gold M Alic 1993 Molecular biology of the lignin-degrading basidiomycete Phanerochaete chrysosporium Microbiol. Rev. 57 605 622
12. T Hirano Y Honda T Watanabe 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
13. M Ike CS Jin M Fujita 1995 Isolation and Characterization of a Novel Bisphenol A-degrading Bacterium Pseudomonas paucimobilis Strain FJ-4 Jpn. J. Water Treatment Biol. 31 203 212
14. M Ike MY Chen CS Jin M Fujita 2002 Acute toxicity, mutagenicity, and estrogenicity of biodegradation products of bisphenol-A Environ. Toxicol. 17 457 461
15. Y Kawamura K Inoue H Nakazawa T Yamada T Maitani 2001 Cause of bisphenol A migration from cans for drinks and assessment of improved cans Shokuhin Eiseigaku Zasshi 42 13 17 (In Japanese)
16. JC Kim HC Shin SW Cha WS Koh MK Chung SS Han 2001 Evaluation of developmental toxicity in rats exposed to the environmental estrogen bisphenol A during pregnancy Life Sci. 69 2611 2625
17. AV Krishnan P Stathis SF Permuth L Tokes D Feldman 1993 Bisphenol-A: an estrogenic substance is released from polycarbonate flasks during autoclaving Endocrinology 132 2279 2286
18. DF Lewis P Hlavica 2000 Interactions between redox partners in various cytochrome P450 systems: functional and structural aspects Biochim. Biophys. Acta. 1460 353 374
19. JH Lobos TK Leib TM Su 1992 Biodegradation of bisphenol A and other bisphenols by a gram-negative aerobic bacterium Appl. Environ. Microbiol. 58 1823 1831
20. SA Martinis SR Blake LP Hager SG Sligar 1996 Probing of the heme iron coordination structure of pressure-induced cytochrome P420cam Biochemistry 35 14530 14536
21. AM Mayer RC Staples 2002 Laccase: new functions for an old enzyme Phytochemistry 60 551 565
22. RE Morrissey JD George CJ Price RW Tyl MC Marr CA Kimmel 1987 The developmental toxicity of bisphenol A in rats and mice Fundam. Appl. Toxicol. 8 571 582
23. AW Munro JG Lindsay 1996 Bacterial cytochromes P-450 Mol. Microbiol. 20 1115 1125
24. N Olea P Pazos J Exposito 1998 Inadvertent exposure to xenoestrogens Eur. J. Cancer Prev. 1 17 23
25. T Omura R Sato 1964 The carbon monoxide-binding pigment of liver microsomes J. Biol. Chem. 239 2379 2387
26. T Omura 1999 Forty years of cytochrome P450 Biochem. Biophys. Res. Commun. 266 690 698
27. P Poupin N Truffaut B Combourieu P Besse M Sancelme H Veschambre AM Delort 1998 Degradation of morpholine by an environmental Mycobacterium strain involves a cytochrome P-450 Appl. Environ. Microbiol. 64 159 165
28. Z Ronen A Abeliovich 2000 Anaerobic-aerobic process for microbial degradation of tetrabromobisphenol A Appl. Environ. Microbiol. 66 2372 2377
29. D Roy M Palangat CW Chen RD Thomas J Colerangle A Atkinson ZJ Yan 1997 Biochemical and molecular changes at the cellular level in response to exposure to environmental estrogen-like chemicals J. Toxicol. Environ. Health 50 1 29
30. A Sakurai S Toyoda M Sakakibara 2001 Removal of bisphenol A by polymerization and precipitation method using Coprinus cinereus peroxidase Biotechnol. Lett. 23 995 998
31. T Schrader G Schuffenhauer B Sielaff JR Andreesen 2000 High morpholine degradation rates and formation of cytochrome P450 during growth on different cyclic amines by newly isolated Mycobacterium sp. strain HE5 Microbiology 146 1091 1098
32. HM Seth-Smith SJ Rosser A Basran ER Travis ER Dabbs S Nicklin NC Bruce 2002 Cloning, sequencing, and characterization of the hexahydro-1, 3, 5-Trinitro-1, 3, 5-triazine degradation gene cluster from Rhodococcus rhodochrous Appl. Environ. Microbiol. 68 4764 4771
33. J Spivack TK Leib JH Lobos 1994 Novel pathway for bacterial metabolism of bisphenol A Rearrangements and stilbene cleavage in bisphenol A metabolism J. Biol. Chem. 269 7323 7329
34. CA Staples PB Dorn GM Klecka ST O'Block LR Harris 1998 A review of the environmental fate, effects, and exposures of bisphenol A Chemosphere 36 2149 2173
35. Y Sugita-Konishi S Shimura T Nishikawa F Sunaga H Naito Y Suzuki 2003 Effect of Bisphenol A on non-specific immunodefenses against non-pathogenic Escherichia coli Toxicol. Lett. 136 217 227
36. T Tanaka K Yamada T Tonosaki T Konishi H Goto M Taniguchi 2000 Enzymatic degradation of alkylphenols, bisphenol A, synthetic estrogen and phthalic ester Water Sci. Technol. 42 89 95
37. B Testa P Jenner 1981 Inhibitors of Cytochrome P-450s and their mechanism of action Drug Metab. Rev. 12 1 117
38. Y Tsutsumi T Haneda T Nishida 2001 Removal of estrogenic activities of bisphenol A and nonylphenol by oxidative enzymes from lignin-degrading basidiomycetes Chemosphere 42 271 276
39. H Uchida T Fukuda H Miyamoto T Kawabata M Suzuki T Uwajima 2001 Polymerization of bisphenol A by purified laccase from Trametes villosa Biochem. Biophys. Res. Commun. 287 355 358
40. JS Uotila MS Salkinoja-Salonen JH Apajalahti 1991 Dechlorination of pentachlorophenol by membrane bound enzymes of Rhodococcus chlorophenolicus PCP-I Biodegradation 2 25 31
41. S Yoshihara M Makishima N Suzuki S Ohta 2001 Metabolic activation of bisphenol A by rat liver S9 fraction Toxicol. Sci. 62 221 227
42. LL Wong 1998 Cytochrome P450 monooxygenases Curr. Opin. Chem. Biol. 2 263 268