Publication Cover
Xenobiotica
the fate of foreign compounds in biological systems
Volume 27, 1997 - Issue 7
161
Views
62
CrossRef citations to date
0
Altmetric
Research Article

Cytochrome P450 isozymes responsible for the metabolism of toluene and styrene in human liver microsomes

, , , , , , & show all
Pages 657-665 | Published online: 22 Sep 2008

References

  • AOYAMA, T., GELBOIN, H. V. and GONZALEZ, F. J., 1990a, Mutagenic activation of 2-amino-3-methylimidazo[4,5-Lquinoline by cDNA -expressed human liver P450. Cancer Research, 50, 2060–2063.
  • AOYAMA, T., KORZOKWA, K., NAGATA, K., ADESNIK, M., REISS, A., LAPENSON, D. P., GILLETTE, J., GELBOIN, H. V., WAXIVIAN, D. J. and GONZALEZ, F. J., 1989, Sequence requirement for cytochrome P4501IB1 catalytic activity: alteration of the stereospecificity and regioselectivity of steroid hydroxylation by a simultaneous change of two hydrophobic amino acid residues to phenylalanine. Journal of Biological Chemistry, 264, 21327–21333.
  • AOYAMA, T., KORZEKWA, K., NAGATA, K., GILLETTE, J., GELBOIN, H. V. and GONZALEZ, F. J., 1990b, Estradiol. metabolism by complementary deoxyribonucleic acid-expressed human cytochrome P450s. Endocrinology, 126, 3101–3106.
  • BOND, J. A., 1989, Review of the toxicology of styrene. CRC Critical Reviews in Toxicology, 19, 227–249.
  • CLEIAN, L. A. and CEDERBAUM, A. I., 1992, Role of cytochrome P450 in the oxidation of glycerol by reconstituted systems and microsomes. FASEB Journal, 6, 765–770.
  • Foo, S. C., JEYARATNAM, J. and KoH, D., 1990, Chronic neurobehavioral effects of toluene. British Journal of Industrial Medicine, 47, 480–484.
  • FOUREMAN, G. L., HARRIS, C., GUENGERICH, F. P. and BEND, J. R., 1989, Stereoselectivity of styrene oxidation in microsomes and in purified cytochrome P-450 enzymes from rat liver. Journal of Pharmacology and Experimental Therapeutics, 248, 492–497.
  • INTERNATIONAL AGENCY FOR RESEARCH ON CANCER, 1989, Toluene. IARC monograph on evaluation of the carcinogenic risks of chemicals to humans (Vienna: IARC), 47, 79–123.
  • INTERNATIONAL AGENCY FOR RESEARCH ON CANCER, 1994, Styrene. IARC monograph on evaluation of the carcinogenic risks of chemicals to humans (Vienna: IARC), 60, 233–320.
  • NAKAJIMA, T., ELOVAARA, E., GONZALEZ, F. J., GELBOIN, H. V., RAUNIO, H., PELKONEN, 0., VAINIO, H. and AOYAMA, T., 1994a, Styrene metabolism by cDNA-expressed human hepatic and pulmonary cytochrome P450. Chemical Research in Toxicology, 7, 891–896.
  • NAKAJIMA, T. and WANG, R.-S., 1994, Introduction of cytochrome P450 by toluene. International Journal of Biochemistry, 26, 1333–1340.
  • NAKAJIMA, T., WANG, R.-S., ELOVAARA, E., GONZALEZ, F. J., GELBOIN, H. V., RAUNIO, H., PELKONEN 0., VAINIO, H. and AOYAMA, T., 1997, Toluene metabolism by cDNA-expressed human hepatic cytochrome P450. Biochemical Pharmacology (in press).
  • NAKAJIMA, T., WANG, R.-S., ELOVAARA, E., GONZALEZ, F. J., GELBOIN, H. V., VAINIO, H. and AOYAMA T., 1994b, CYP2C11 and CYP2B1 are major cytochrome P450 forms involved in styrene oxidation in liver and lung microsomes from untreated rats, respectively. Biochemical Phar-macology, 48, 637–642.
  • NAKAJIMA, T., WANG, R.-S., ELOVAARA, E., PARK, S. S., GELBOIN, H. V., HlETANEN, E. and VAINIO, H., 1991, Monoclonal antibody-directed characterization of cytochrome P450 isozymes responsible for toluene metabolism in rat liver. Biochemical Pharmacology, 41, 395–404.
  • NAKAJIMA, T., WANG, R.-S. and MURAYAMA, N., 1993, Immunochemical assessment of the influence of nutritional, physiological and environmental factors on the metabolism of toluene. International Archives of Occupational and Environmental Health, 65, S127–130.
  • NELSON, D. R., KAMATAKI, T., WAXMAN, D. J., GUENGERICH, F. P., ESTABROOK, R. W., FEYEREISEN, R., GONZALEZ, F. J., COON, M. J., GUNSALUS I. C., GOTO, 0., OKUDA, K. and NEBERT, D. W., 1993, The P450 superfamily: update on new sequences, gene mapping, accession numbers, early trivial names of enzymes, and nomenclature. DNA and Cell Biology, 10, 1–51.
  • RELLING, M. V., AOYAMA, T., GONZALEZ, F. J. and MEYER, U. A., 1990, Tolbutamide and mephenytoin hydroxylation by human cytochrome P450s in the CYP subfamily. Journal of Pharmacology and Experimental Therapeutics, 251, 442–447.
  • SEPPX LAINEN, A. M. and HARKONEN, H., 1976, Neurophysiological findings among workers occupationally exposed to styrene. Scandinavian Journal of Work Environment and Health, 3, 140–146.
  • TASSANEEYAKUL W., BIRICETT, D. J., EDWARDS, J. W., VERONESE, M. E., TASSANEEYAKUL W., TUKEY R. H. and MINERS, J. 0., 1996, Human cytochrome P450 isoform specificity in the regioselective metabolism of toluene and o-, m- and p-xylene. Journal of Pharmacology and Experimental Therapeutics, 276, 101–108.
  • TowaiN, H., STACHELIN, T. and GORDON, J., 1979, Electrophoretic transfer of proteins from polyacrylamide gels to nitrocellulose: procedure and some applications. Proceedings of the National Academy of Sciences, USA, 79, 2793–2797.
  • WANG, R.-S., NAKAJIMA, T., PARK, S. S., GELBOIN, H. V. and MURAYAMA, N., 1993, Monoclonal antibody-directed assessment of toluene induction of rat hepatic cytochrome P450 isozymes. Biochemical Pharmacology, 46, 413–419.
  • WAXMAN, D. J., 1984, Rat hepatic cytochrome P-450 isoenzyme 2c. journal of Biological Chemistry, 259, 14581–14590.
  • WAXMAN, D. J., DANNAN, G. A. and GUENGERICH, F. P., 1985, Regulation of rat hepatic cytochrome P-450: age-dependent expression, hormonal imprinting, and xenobiotic inducibility of sex-specific isoenzymes. Biochemistry, 24, 4409–4417.
  • WAXMAN, D. J. and WALSH, C., 1983, Cytochrome P450 isoenzymes 1 from phenobarbitol-induced rat liver: purification, characterization, and interaction with metylapone and cytochrome b5. Biochemistry, 22, 4846–4855.
  • WINTERS, D. K., CLEIAN, L. A. and CEDERBAUM, A. I., 1988, Oxidation of glycerol to formaldehyde by rat liver microsomes. Biochemical and Biophysical Research Communications, 153, 612–617.
  • WIUGHTON, S. A. and STEVENS, J. C., 1992, The human hepatic cytochrome P450 involved in drugmetabolism. CRC Critical Reviews in Toxicology, 22, 1–21.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.