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

Xenobiotica

Volumn 27, Issue 7, 1997, Pages 657-665

  Kim, H ^a,b   Wang, R S ^a   Elovaara, E ^c   Raunio, H ^d   Pelkonen, O ^c   Aoyama, T ^a   Vainio, H ^c   Nakajima, T ^a  

^a SHINSHU UNIVERSITY SCHOOL OF MEDICINE   (Japan)

^b Chungbuk National University College of Medicine   (South Korea)

^c FINNISH INSTITUTE OF OCCUPATIONAL HEALTH   (Finland)

^d UNIVERSITY OF OULU   (Finland)

Author keywords

[No Author keywords available]

Indexed keywords

CYTOCHROME P450 ISOENZYME; STYRENE; TOLUENE;

ARTICLE; CONTROLLED STUDY; ETHNIC DIFFERENCE; FEMALE; HUMAN; HUMAN TISSUE; LIVER MICROSOME METABOLISM; MALE; PROTEIN EXPRESSION; TOXICOKINETICS; XENOBIOTIC METABOLISM;

ADOLESCENT; ADULT; AGED; BLOTTING, WESTERN; CADAVER; CHINA; CYTOCHROME P-450 ENZYME SYSTEM; ETHNIC GROUPS; FEMALE; FINLAND; HUMANS; ISOENZYMES; MALE; MICROSOMES, LIVER; MIDDLE AGED; STYRENE; STYRENES; TOLUENE;

EID: 0030878442     PISSN: 00498254     EISSN: None     Source Type: Journal    
DOI: 10.1080/004982597240253     Document Type: Article

References (26)

1. AOYAMA, T., GELBOIN, H. V. and GONZALEZ, F. J., 1990a, Mutagenic activation of 2-amino-3-methylimidazo[4,5-f]quinoline by cDNA-expressed human liver P450. Cancer Research, 50, 2060-2063.
2. AOYAMA, T., KORZOKWA, K., NAGATA, K., ADESNIK, M., REISS, A., LAPENSON, D. P., GILLETTE, J., GELBOIN, H. V., WAXMAN, D. J. and GONZALEZ, F. J., 1989, Sequence requirement for cytochrome P450IIB1 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.
3. 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.
4. BOND, J. A., 1989, Review of the toxicology of styrene. CRC Critical Reviews in Toxicology, 19, 227-249.
5. CLEJAN, 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.
6. FOO, S. C., JEYARATNAM, J. and KOH, D., 1990, Chronic neurobehavioral effects of toluene. British Journal of Industrial Medicine, 47, 480-484.
7. 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.
8. 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.
9. 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.
10. NAKAJIMA, T., ELOVAARA, E., GONZALEZ, F. J., GELBOIN, H. V., RAUNIO, H., PELKONEN, O., VAINIO, H. and AOYAMA, T., 1994a, Styrene metabolism by cDNA-expressed human hepatic and pulmonary cytochrome P450. Chemical Research in Toxicology, 7, 891-896.
11. NAKAJIMA, T. and WANG, R.-S., 1994, Introduction of cytochrome P450 by toluene. International Journal of Biochemistry, 26, 1333-1340.
12. NAKAJIMA, T., WANG, R.-S., ELOVAARA, E., GONZALEZ, F. J., GELBOIN, H. V., RAUNIO, H., PELKONEN, O., VAINIO, H. and AOYAMA, T., 1997, Toluene metabolism by cDNA-expressed human hepatic cytochrome P450. Biochemical Pharmacology (in press).
13. 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 Pharmacology, 48, 637-642.
14. NAKAJIMA, T., WANG, R.-S., ELOVAARA, E., PARK, S. S., GELBOIN, H. V., HIETANEN, 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.
15. 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.
16. 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, O., 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.
17. 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.
18. SEPPÄLÄINEN, A. M. and HÄRKÖNEN, H., 1976, Neurophysiological findings among workers occupationally exposed to styrene. Scandinavian Journal of Work Environment and Health, 3, 140-146.
19. TASSANEEYAKUL, W., BIRKETT, D. J., EDWARDS, J. W., VERONESE, M. E., TASSANEEYAKUL, W., TUKEY, R. H. and MINERS, J. O., 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.
20. TOWBIN, 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.
21. 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.
22. WAXMAN, D. J., 1984, Rat hepatic cytochrome P-450 isoenzyme 2c. Journal of Biological Chemistry, 259, 14581-14590.
23. 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.
24. 5. Biochemistry, 22, 4846-4855.
25. WINTERS, D. K., CLEJAN, L. A. and CEDERBAUM, A. I., 1988, Oxidation of glycerol to formaldehyde by rat liver microsomes. Biochemical and Biophysical Research Communications, 153, 612-617.
26. WRIGHTON, S. A. and STEVENS, J. C., 1992, The human hepatic cytochrome P450 involved in drug metabolism. CRC Critical Reviews in Toxicology, 22, 1-21.