Specific human CYP 450 isoform metabolism of a pentachlorobiphenyl (PCB-IUPAC# 101)

Biochemical and Biophysical Research Communications

Volumn 344, Issue 1, 2006, Pages 129-133

  McGraw Sr , Joseph E ^a   Waller, Donald P ^a  

^a UNIVERSITY OF ILLINOIS AT CHICAGO   (United States)

Author keywords

2,2 ,4 ,5,5 Pentachlorobiphenyl; 4 Hydroxy 2,2 ,4 ,5,5 pentachlorobiphenyl; 4 Hydroxy PCB 101; CYP 2A6; CYP 450; Metabolism; PCB 101; PCBs; Polychlorinated biphenyls; Recombinant human enzymes

Indexed keywords

CYTOCHROME P450 2A6; DRUG METABOLITE; ENVIRONMENTAL CHEMICAL; ISOENZYME; POLYCHLORINATED BIPHENYL; RECOMBINANT ENZYME;

ARTICLE; CELL METABOLISM; COMPARATIVE STUDY; COMPARATIVE TOXICOLOGY; CONTROLLED STUDY; ENZYME MECHANISM; ENZYME METABOLISM; HUMAN; HUMAN CELL; LIVER MICROSOME; PREDICTION; PRIORITY JOURNAL; PROTEIN FUNCTION; TOXICOKINETICS;

ARYL HYDROCARBON HYDROXYLASES; CYTOCHROME P-450 ENZYME SYSTEM; ENVIRONMENTAL POLLUTANTS; HUMANS; ISOENZYMES; MICROSOMES, LIVER; MIXED FUNCTION OXYGENASES; POLYCHLORINATED BIPHENYLS; RECOMBINANT PROTEINS;

CRICETINAE; MAMMALIA;

EID: 33646062273     PISSN: 0006291X     EISSN: 10902104     Source Type: Journal    
DOI: 10.1016/j.bbrc.2006.03.122     Document Type: Article

References (31)

1. ATSDR, Toxicological Profile For Polychlorinated Biphenyls (PCBs), US Public Health Service, Agency for Toxic Substances and Disease Registry, Atlanta, GA, 2000.
2. ATSDR, 2001 CERCLA Priority List Hazardous Substances, Agency for Toxic Substances and Disease Registry, 2001.
3. USEPA, Second National Report on Human Exposure to Environmental Chemicals, Environmental Protection Agency, Baltimore, MD, USA, 2003.
4. IJC, 11th Biennial Report-Great Lakes Water Quality, IJC 11th Biennial Report-Great Lakes Water Quality, 2002.
5. WHO, WHO/WHO Sites/Food Safety/Chemical Risk in Food, WHO/WHO Sites/Food Safety/Chemical Risk in Food, 2005.
6. Hicks H.E. The Great Lakes: a historical overview. Toxicol. Ind. Health 12 (1996) 303-313
7. L. Hansen, The Ortho side of PCBs: Occurrence and Disposition, in, Kluwer Publishing, Norwell MA 02061, 1999, pp. Appendix Table 2. Pgs. 205-210.
8. Klasson-Wehler H.L.E., and Lund B.O. 2,2′,4,5,5′-Pentachlorobiphenyl: comparative metabolism in mink (Mustela vision) and mouse. Chem. Res. Toxicol. 9 (1996) 1340-1349
9. Preston B.D., Miller J.A., and Miller E.C. Non-arene oxide aromatic ring hydroxylation of 2,2′,5,5′-tetrachlorobiphenyl as the major metabolic pathway catalyzed by phenobarbital-induced rat liver microsomes. J. Biol. Chem. 258 (1983) 8304-8311
10. Preston B.D., Miller J.A., and Miller E.C. Reactions of 2,2′,5,5′-tetrachlorobiphenyl 3,4-oxide with methionine, cysteine and glutathione in relation to the formation of methylthio-metabolites of 2,2′,5,5′-tetrachlorobiphenyl in the rat and mouse. Chem. Biol. Interact. 50 (1984) 289-312
11. Masuda Y., Kuroki H., Haraguchi K., Schecter A., and Papke O. The condition of PCBs and PCDFs in the blood of Yusho patients 20 years after the onset. Fukuoka Igaku Zasshi 88 (1997) 149-156
12. Haraguchi K., and Masuda Y. Tissue distribution of methylsulfonyl metabolites derived from Kanechlor 400 in mice. Fukuoka Igaku Zasshi 88 (1997) 157-161
13. Haraguchi K., Kato Y., Masuda Y., and Kimura R. Metabolism of 3,3′,4,4′-tetrachlorobiphenyl via sulphur-containing pathway in rat: liver-specific retention of methylsulphonyl metabolite. Xenobiotica 27 (1997) 831-842
14. Haraguchi K., Kato Y., Kimura R., and Masuda Y. Comparative study on formation of hydroxy and sulfur-containing metabolites from different chlorinated biphenyls with 2,5-substitution in rats. Drug Metab. Dispos. 25 (1997) 845-852
15. Haraguchi K., Ito K., Kotaki H., Sawada Y., and Iga T. Prediction of drug-induced catalepsy based on dopamine D1, D2, and muscarinic acetylcholine receptor occupancies. Drug Metab. Dispos. 25 (1997) 675-684
16. Ariyoshi N., Koga N., Oguri K., and Yoshimura H. Metabolism of 2,4,5,2′,4′,5′-hexachlorobiphenyl with liver microsomes of phenobarbital-treated dog; the possible formation of PCB 2,3-arene oxide intermediate. Xenobiotica 22 (1992) 1275-1290
17. Ariyoshi N., Oguri K., Koga N., Yoshimura H., and Funae Y. Metabolism of 2,5,2′ -trichloro-, 2,5,2′,5′ -tetrachloro-, and 2,4,5,2′,5′ -pentachlorobiphenyl in rat hepatic microsomal systems. Biochem. Biophys. Res. Commun. 212 (1995) 455-460
18. Ghiasuddin S.M., Menzer R.E., and Nelson J.O. Metabolism of 2,5,2′ -trichloro-, 2,5,2′,5′ -tetrachloro-, and 2,4,5,2′,5′ -pentachlorobiphenyl in rat hepatic microsomal systems. Toxicol. Appl. Pharmacol. 36 (1976) 187-194
19. Kato Y., Haraguchi K., Yamazaki T., Kimura R., Koga N., Yamada S., and Degawa M. The decrease in level of serum thyroxine by 2,2′,4,5,5′-pentachlorobiphenyl in rats and mice: no correlation with formation of methylsulfonyl metabolites. Drug Metab. Dispos. 33 (2005) 1661-1665
20. Berlin M., Gage J., and Holm S. Distribution and metabolism of 2,4,5,2′, 5′-pentachlorobiphenyl. Arch. Environ. Health 30 (1975) 141-147
21. Haraguchi K., Kato Y., Koga N., and Degawa M. Species differences in the tissue distribution of catechol and methylsulphonyl metabolites of 2,4,5,2′,5′-penta- and 2,3,4,2′,3′,6′-hexachlorobiphenyls in rats, mice, hamsters and guinea pigs. Xenobiotica 35 (2005) 85-96
22. Haraguchi K., Kato Y., Kimura R., and Masuda Y. Tissue distribution of methylsulfonyl metabolites derived from 2,2′,4,5,5′-penta- and 2,2′,3,4′,5′,6-hexachlorobiphenyls in rats. Arch. Environ. Contam. Toxicol. 37 (1999) 135-142
23. Haraguchi K., Kato Y., Koga N., and Degawa M. Metabolism of polychlorinated biphenyls by Gunn rats: identification and serum retention of catechol metabolites. Chem. Res. Toxicol. 17 (2004) 1684-1691
24. Fangstrom B., Athanasiadou M., Grandjean P., Weihe P., and Bergman A. Hydroxylated PCB metabolites and PCBs in serum from pregnant Faroese women. Environ. Health Perspect. 110 (2002) 895-899
25. Sandau C.D., Ayotte P., Dewailly E., Duffe J., and Norstrom R.J. Pentachlorophenol and hydroxylated polychlorinated biphenyl metabolites in umbilical cord plasma of neonates from coastal populations in Quebec. Environ. Health Perspect. 110 (2002) 411-417
26. Bakke J.E., Bergman A.L., Brandt I., Darnerud P., and Struble C. Metabolism of the mercapturic acid of 2,4′,5-trichlorobiphenyl in rats and mice. Xenobiotica 13 (1983) 597-605
27. Bakke J.E., Bergman A.L., and Larsen G.L. Metabolism of 2,4′,5-trichlorobiphenyl by the mercapturic acid pathway. Science 217 (1982) 645-647
28. Schnellmann R.G., Putnam C.W., and Sipes I.G. Metabolism of 2,2′,3,3′,6,6′-hexachlorobiphenyl and 2,2′,4,4′,5,5′-hexachlorobiphenyl by human hepatic microsomes. Biochem. Pharmacol. 32 (1983) 3233-3239
29. Koga N., Kikuichi N., Kanamaru T., Ariyoshi N., Oguri K., and Yoshimura H. Hamster liver cytochrome P450 (CYP2A8) as a 4-hydroxylase for 2,5,2′,5′-tetrachlorobiphenyl. Biochem. Biophys. Res. Commun. 225 (1996) 685-688
30. Dresser G.K., Spence J.D., and Bailey D.G. Pharmacokinetic-pharmacodynamic consequences and clinical relevance of cytochrome P450 3A4 inhibition. Clin. Pharmacokinet. 38 (2000) 41-57
31. Hsu I.C., van Miller J.P., Seymour J.L., and Allen J.R. Urinary metabolites of 2, 5, 2′, 5′-tetrachlorobiphenyl in the nonhuman primate. Proc. Soc. Exp. Biol. Med. 150 (1975) 185-188