Comparative aspects of the mammalian cytochrome P450 IV gene family

References

• Adesnik M., Atchison M. Genes for cytochrome P-450 and their regulation. CRC Critical Reviews in Biochemistry, G. D. Fasman. CRC Press, Boca Raton 1986; Vol. 19: 247–305
   Google Scholar
• Alexson S. E. H., Cannon B. A direct comparison between peroxisomal and mitochondrial preferences for fatty-acyl β-oxidation predicts channeling of medium-chain and very-long chain unsaturated fatty acids to peroxisomes. Biochemica et Biophysica Acta 1984; 796: 1–10
   PubMed Web of Science ®Google Scholar
• Bacher M., Gibson G. G. Chlorophenoxy acid herbicides induce microsomal cytochrome P-450 IVA1 (P-452) in rat liver. Chemico-Biological Interaction 1988; 65: 145–156
   PubMed Web of Science ®Google Scholar
• Bains S. K., Gardiner S., Mannweiler K., Gillet D., Gibson G. G. Immunochemical study on the contribution of hypolipidaemic-induced cytochrome P-450 to the metabolism of lauric acid and arachidonic acid. Biochemical Pharmacology 1985; 34: 3221–3229
   PubMed Web of Science ®Google Scholar
• Black S. D., Coon M. J. P-450 cytochromes: structure and function. Advances in Enzymology 1987; 60: 35–87
   PubMedGoogle Scholar
• Cohen A. J., Grasso P. Review of the hepatic responses to hypolipidaemic drugs in rodents and assessment of its toxicological significance to man. Food and Cosmetic Toxicology 1981; 19: 585–605
   PubMedGoogle Scholar
• Curio M. R., Mavelli I., Rotilio G., Borzatta V., Cristofari M., Stanzani L. Decrease of superoxide dismutase and glutathione peroxidase in liver of rats treated with hypolipidaemic drugs. FEBS Letters 1982; 144: 264–268
   PubMedGoogle Scholar
• Dalet C., Blanchard J. M., Guzelian P., Barwick J., Hartle H. Cloning of a cDNA coding for P-450 LM3c from rabbit liver microsomes and regulation of its expression. Nucleic Acids Research 1986; 14: 5999–6015
   PubMed Web of Science ®Google Scholar
• Dannan G. A., Guengerich F. P., Kaminsky L. S., Aust S. D. Regulation of cytochrome P-450: immunochemical quantitation of eight isozymes in liver microsomes of rats treated with polybrominated biphenyl congeners. Journal of Biological Chemistry 1983; 258: 1282–1292
   PubMed Web of Science ®Google Scholar
• Dickey L. F., Wang Y. H., Shull G. E., Worthman I. A., Thiel E. C. The importance of the 3′-untranslated region in the translational control of ferritin mRNA. Journal of Biological Chemistry 1988; 263: 3071–3074
   PubMedGoogle Scholar
• Distelrath L. M., Guengerich F. P. Enzymology of human liver cytochromes P-450. Mammalian Cytochromes P-450, F. P. Guengerich. CRC Press, Boca Raton 1987; Vol. 1: 133–198
   Google Scholar
• Durrin L. K., Jones P. B. C., Fisher J. M., Galeazzi D. R., Whitlock J. P. 2,3,7,8-Tetrachlorodibenzo-p-dioxin receptors regulate transcription of the cytochrome P1-450 gene. Journal of Cellular Biochemistry 1987; 35: 153–160
   PubMed Web of Science ®Google Scholar
• Earnshaw D., Dale J. W., Goldfarb P. S., Gibson G. G. Differential splicing on the 3′ non-coding region of rat cytochrome P-452 (P-450 IVA1) mRNA. FEBS Letters 1988; 236: 357–361
   PubMed Web of Science ®Google Scholar
• Fahl W. E., Lalwani N. D., Watanabe T., Goel S., Reddy J. K. DNA damage related to increased hydrogen peroxide generation by hypolipidaemic-induced liver peroxisomes. Proceedings of the National Academy of Sciences, USA 1984; 81: 7827–7830
   PubMed Web of Science ®Google Scholar
• Fujii-Kuriyama Y., Mizukami Y., Kawajiri K., Sogawa K., Muramatsu M. Primary structure of a cytochrome P-450: coding nucleotide sequence of phenobarbital-inducible cytochrome P-450 cDNA from rat liver. Proceedings of the National Academy of Sciences, USA 1982; 79: 2793–2797
   PubMed Web of Science ®Google Scholar
• Gibson G. G., Skett P. Introduction to Drug Metabolism. Chapman and Hall, London 1986; 175–198
   Google Scholar
• Gibson G. G., Orton T. C., Tamburini P. P. Cytochrome P-450 induction by clofibrate: purification and properties of a hepatic cytochrome P-450 relatively specific for the 12- and 11-hydroxylation of dodecanoic acid (lauric acid). Biochemical Journal 1982; 203: 161–168
   PubMed Web of Science ®Google Scholar
• Gonzalez F. J., Skoda R. C., Kumura S., Umeno M., Zanger U. M., Nebert D. W., Gelboin H. V., Hardwick J. P., Meyer U. A. Characterisation of the common genetic defect in humans deficient in debrisoquine metabolism. Nature 1988a; 331: 442–446
   PubMed Web of Science ®Google Scholar
• Gonzalez F. J., Schmid B. J., Umeno M., McBride W., Hardwick J. P., Meyer U. A., Gelboin H. V., Idle J. R. Human P-450 PCN1 sequence, chromosome localization and direct evidence through cDNA expression that P-450 PCN1 is nifedipine oxidase. DNA 1988b; 7: 79–86
   PubMedGoogle Scholar
• Guengerich F. P. Cytochrome P-450 enzymes and drug metabolism. Progress in Drug Metabolism, J. W. Bridges, L. F. Chasseaud, G. G. Gibson. Taylor & Francis Ltd, London 1987a; Vol. 10: 1–54
   Google Scholar
• Guengerich F. P. Mammalian Cytochromes P-450, F. P. Guengerich. CRC Press, Boca Raton 1987b; Vols 1 and 2
   Google Scholar
• Guengerich F. P. Enzymology of rat liver cytochromes P-450. Mammalian Cytochromes P-450, F. P. Guengerich. CRC Press, Boca Raton 1987c; Vol. I: 1–54
   Google Scholar
• Hardwick J. P., Gonzalez F. J., Kasper C. B. Transcriptional regulation of rat liver epoxide hydrolase, NADH-cytochrome P-450 oxidoreductase and cytochrome P-450b genes by phenobarbital. Journal of Biological Chemistry 1983; 258: 8081–8085
   PubMed Web of Science ®Google Scholar
• Hardwick J. P., Song B.-J., Huberman E., Gonzalez F. J. Isolation complementary DNA sequence and regulation of rat hepatic lauric acid ω-hydroxylase (cytochrome P-450LAω). Identification of a new cytochrome P-450 gene family. Journal of Biological Chemistry 1987; 262: 801–810
   PubMed Web of Science ®Google Scholar
• Hawkins J. M., Jones W. E., Bonner F. W., Gibson G. G. The effect of peroxisome proliferators on microsomal, peroxisomal and mitochondrial enzyme activities in the liver and kidney. Drug Metabolism Reviews 1987; 18: 441–515
   PubMed Web of Science ®Google Scholar
• Hines R. N., Mathis J. M., Jacob C. S. Identification of multiple regulatory elements on the human cytochrome P-450 IA1 gene. Carcinogenesis 1988; 9: 1599–1605
   PubMed Web of Science ®Google Scholar
• Honkawa H., Masahashi W., Hashimoto S., Hashimoto-Gotoh T. Identification of the principal promotor sequence of the C-H-ras transforming oncogene. Deletion analysis of the 5′-flanking region by focus formation assay. Molecular and Cell Biology 1987; 7: 2933–2940
   Google Scholar
• Idle J. R., Smith R. L. Polymorphisms of oxidation at carbon centres of drugs and their clinical significance. Drug Metabolism Reviews 1979; 9: 301–317
   PubMed Web of Science ®Google Scholar
• Iwamoto Y., Tsubaki M., Hiwatashi A., Ichikawa Y. Crystallisation of cytochrome P-450scc from bovine adrenocortical mitochondria. FEBS Letters 1988; 233: 31–36
   PubMed Web of Science ®Google Scholar
• John M. E., John M. C., Boggaram V., Simpson E. R., Waterman M. R. Transciptional regulation of steroid hydroxylase genes by corticotropin. Proceedings of the National Academy of Science, U.S.A 1986; 83: 4715–4719
   PubMed Web of Science ®Google Scholar
• Kadlubar F. F., Hammons G. J. The role of cytochrome P-450 in the metabolism of chemical carcinogens. Mammalian Cytochromes P-450, F. P. Guengerich. CRC Press, Boca Raton 1987; Vol. 2: 81–130
   Google Scholar
• Kutty R. K., Daniel R. F., Ryan D. E., Levin W., Maines M. D. Rat liver cytochrome P-450b, P-420b and P-420c are degraded to biliverdin by haem oxygenase. Archives of Biochemistry and Biophysics 1988; 260: 638–644
   PubMed Web of Science ®Google Scholar
• Lu A. Y. H., Coon M. J. Role of haemoprotein P-450 in fatty acid ω-hydroxylation in a soluble enzyme system from liver microsomes. Journal of Biological Chemistry 1968; 243: 1331–1332
   PubMed Web of Science ®Google Scholar
• Masters B. S. S., Muerhoff A. S., Okita R. T. Enzymology of extrahepatic cytochromes P-450. Mammalian Cytochromes P-450, F. P. Guengerich. CRC Press, Boca Raton 1987; Vol. 1: 107–131
   Google Scholar
• Matsubara S., Yamamoto S., Sogawa K., Yokotani N., Fujii-Kuriyama Y., Hanui M., Shively J. E., Gotoh O., Kusuhose E., Kusunose M. cDNA cloning and inducible expression during pregnancy of the mRNA for rabbit pulmonary prostaglandin ω-hydroxylase (cytochrome P-450p-2). Journal of Biological Chemistry 1987; 262: 13366–13371
   PubMed Web of Science ®Google Scholar
• Miles J. S., Spurr N. K., Gough A. C., Jowett T., McLaren A. W., Brook J. D., Wolf C. R. A novel human cytochrome P-450 gene (P-450 IIB): chromosomal localisation and evidence for alternative splicing. Nucleic Acids Research 1988; 16: 5783–5795
   PubMed Web of Science ®Google Scholar
• Milton M. N., Elcombe C. R., Kass G. E. N., Gibson G. G. Lack of evidence for a hepatic peroxisome proliferator receptor and an explanation for the binding of hypolipidaemic drugs to liver homogenates. Biochemical Pharmacology 1988; 37: 793–798
   PubMed Web of Science ®Google Scholar
• Nebert D. W., Gonzalez F. J. P-450 genes: structure, evolution and regulation. Annual Review of Biochemistry 1987; 56: 945–993
   PubMed Web of Science ®Google Scholar
• Nebert D. W., Adesnik M., Coon M. J., Estabrook R. W., Gonzalez F. J., Guengerich F. P., Gunsalus I. C., Johnson E. F., Kemper B., Levin W., Phillips I. R., Sato R., Waterman M. R. The P-450 gene superfamily: recommended nomenclature. DNA 1987; 6: 1–11
   PubMedGoogle Scholar
• Nelson S. D., Harrison P. J. Roles of cytochromes P-450 in chemically induced cytotoxicity. Mammalian Cytochromes P-450, F. P. Guengerich. CRC Press, Boca Raton 1987; Vol. 2: 19–79
   Google Scholar
• Nelson D. R., Strobel H. W. Evolution of cytochrome P-450 proteins. Molecular Biology and Evolution 1987; 4: 572–593
   PubMed Web of Science ®Google Scholar
• Noshiro M., Lakoo M., Kawajiri K., Negishi M. RIP locus: regulation of female-specific isoenzyme (I-P-45016α) of testosterone 16α-hydroxylase in mouse liver, chromosome localisation and cloning of P-450c DNA. Biochemistry (U.S.A.) 1988; 27: 6436–6443
   Google Scholar
• Okino S. T., Quattrochi L. C., Pendurthie U. R., McBride O. W., Tukey R. H. Characterisation of multiple human cytochrome P-450 I cDNAs. The chromosomal localisation of the gene and evidence for alternate splicing. Journal of Biological Chemistry 1987; 262: 16072–16079
   PubMed Web of Science ®Google Scholar
• Poulos T. L., Howard A. J. Crystal structures of metyrapone and phenylimidazole inhibited complexes of cytochrome P-450cam. Biochemistry (U.S.A.) 1987; 26: 8165–8174
   PubMed Web of Science ®Google Scholar
• Poulos T. L., Finzel B. C., Howard A. J. Crystal structure of substrate-free Pseudomonas putida cytochrome P-450. Biochemistry (U.S.A.) 1986; 25: 5314–5322
   PubMed Web of Science ®Google Scholar
• Poulos T. L., Finzel B. C., Howard A. J. High resolution crystal structure of cytochrome P-450cam. Journal of Molecular Biology 1987; 195: 687–700
   PubMed Web of Science ®Google Scholar
• Reddy J. K., Azarnoff D. L., Hignite C. E. Hypolipidaemic hepatic peroxisome proliferators form a novel class of chemical carcinogens. Nature 1980; 283: 397–398
   PubMed Web of Science ®Google Scholar
• Reddy J. K., Lalwani N. D. Carcinogenesis by hepatic peroxisome proliferators: evaluation of the risk of hypolipidaemic drugs and industrial plasticisers to man. CRC Critical Reviews in Toxicology 1983; 12: 1–58
   Web of Science ®Google Scholar
• Cytochrome P-450: biochemical and physicochemical aspects of mixed function oxidases, K. Ruckpaul, H. Rein. Akademi-Verlag, Berlin 1984
   Google Scholar
• Schwab G. E., Johnson E. F. Enzymology of rabbit cytochromes P-450. Mammalian Cytochromes P-450, F. P. Guengerich. CRC Press, Boca Raton 1987; Vol. 1: 55–105
   Google Scholar
• Sharma R., Lake B. G., Foster J., Gibson G. G. Microsomal cytochrome P-452 induction and peroxisomal proliferation by hypolipidaemic agents in rat liver. A mechanistic interrelationship. Biochemical Pharmacology 1988a; 37: 1193–1201
   PubMed Web of Science ®Google Scholar
• Sharma R., Lake B. G., Gibson G. G. Co-induction of microsomal cytochrome P-452 and the peroxisomal fatty acid β-oxidation pathway in the rat by clofibrate and di-(2-ethylhexyl)phthalate. Dose-response studies. Biochemical Pharmacology 1988b; 37: 1203–1206
   PubMed Web of Science ®Google Scholar
• Shaw G., Kamen R. A conserved AU sequence from the 3′ untranslated region of GM-CSF mRNA mediates selective mRNA degradation. Cell 1986; 46: 659–667
   PubMed Web of Science ®Google Scholar
• Shimizu T., Hirano K., Takahashi M., Hatano M., Fujii-Kuriyama Y. Site-directed mutagenesis of rat liver cytochrome P-450d: axial ligand and heme incorporation. Biochemistry (U.S.A.) 1988; 27: 4138–4141
   PubMed Web of Science ®Google Scholar
• Simmons D. L., McQuiddy P., Kasper C. B. Induction of the hepatic mixed function oxidase system by synthetic glucocorticoids. Transcriptional and post-transcriptional regulation. Journal of Biochemistry 1987; 262: 326–332
   Google Scholar
• Singh I., Moser A. E., Goldfischer S., Moser H. W. Lignoceric acid is oxidised in the peroxisome: implications for the Zellweger cerebro-hepato-renal syndrome and adrenoleukodystrophy. Proceedings of the National Academy of Sciences, U.S.A 1984; 81: 4203–4207
   PubMed Web of Science ®Google Scholar
• Tamburini P. P., Masson H. A., Bains S. K., Makowski R. J., Morris B., Gibson G. G. Multiple forms of hepatic cytochrome P-450: purification, characterisation and comparison of a novel clofibrate-induced isoenzyme with other major forms of cytochrome P-450. European Journal of Biochemistry 1984; 139: 235–246
   PubMedGoogle Scholar
• Warren J. R., Simmon V. F., Reddy J. K. Properties of hypolipidaemic peroxisome proliferators in the lymphocyte 3H thymidine and Salmonella mutagenesis assay. Cancer Research 1980; 40: 36–41
   PubMed Web of Science ®Google Scholar
• Waterman M. R., Lund J., Wu D., Bhasker C. R., Mason I., Simpson E. R. Multifactorial regulation of steroid hydroxylase P450 gene expression. Cytochrome P450: Biochemistry and Biophysics, I. Schuster. Taylor & Francis, London 1989; 632–639
   Google Scholar
• Waterman M. R., Simpson E. R. Mechanisms of induction of endogenous substrate oxidation. Microsomes and Drug Oxidations, A. R. Boobis, J. Caldwell, F. de Matteis, C. R. Elcombe. Taylor & Francis, London 1985; 136–144
   Google Scholar
• Watkins P. B., Wrighton S. A., Schuetz E. G., Maurel P., Guzelian P. S. Macrolide antibiotics inhibit the degradation of the glucocorticoid-responsive cytochrome P-450p in rat hepatocytes in vivo and in primary monolayer culture. Journal of Biological Chemistry 1986; 261: 6264–6267
   PubMed Web of Science ®Google Scholar
• Whitlock J. P. The regulation of cytochrome P-450 gene expression. Annual Review of Pharmacology and Toxicology 1986; 26: 333–369
   PubMed Web of Science ®Google Scholar
• Whitlock J. P. The regulation of gene expression by 2,3,7,8-tetrachlorodibenzo-p-dioxin. Pharmacology Reviews 1987; 39: 147–161
   PubMed Web of Science ®Google Scholar
• Yamamoto S., Kusunose E., Ogita K., Kaku M., Ichihara K., Kusunose M. Role of cytochrome P450 in the co-hydroxylation of prostaglandins. Journal of Biochemistry (Tokyo) 1984; 96: 593–603
   PubMed Web of Science ®Google Scholar
• Yang C. S., Lu A. Y. H. The diversity of substrates for cytochrome P-450. Mammalian Cytochromes P-450, F. P. Guengerich. CRC Press, Boca Raton 1987; Vol. 2: 1–17
   Google Scholar
• Yuan P.-M., Ryan D. E., Levin W., Shively J. F. Identification and localisation of amino acid substitutions between two phenobarbital-inducible rat hepatic microsomal cytochromes P-450 by microsequencing. Proceedings of the National Academy of Sciences (U.S.A.) 1983; 80: 1169–1173
   PubMed Web of Science ®Google Scholar