Differential modulation of CYP2E1 activity by cAMP-dependent protein kinase upon ser129 replacement

Experimental Cell Research

Volumn 242, Issue 1, 1998, Pages 294-302

  Oesch Bartlomowicz, Barbara ^a   Padma, Palghat R ^a,c   Becker, Roger ^a   Richter, Bernd ^a   Hengstler, Jan G ^a   Freeman, Jonathan E ^b,d   Wolf, C Roland ^b   Oesch, Franz ^a  

^a JOHANNES GUTENBERG UNIVERSITY   (Germany)

^b UNIVERSITY OF DUNDEE   (United Kingdom)

^c AVINASHILINGAM INSTITUTE FOR HOME SCIENCE AND HIGHER EDUCATION FOR WOMEN   (India)

^d UNIVERSITY OF GENEVA   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLIC AMP; PROTEIN KINASE;

AMINO ACID SEQUENCE; AMINO ACID SUBSTITUTION; ANIMAL CELL; ARTICLE; GENE SEQUENCE; HOMEOSTASIS; HYDROXYLATION; IMMUNOMODULATION; LIVER CELL; MUTAGENESIS; MUTATION RATE; NONHUMAN; PRIORITY JOURNAL; PROTEIN PHOSPHORYLATION; SIGNAL TRANSDUCTION;

EID: 0031867132     PISSN: 00144827     EISSN: None     Source Type: Journal    
DOI: 10.1006/excr.1998.4120     Document Type: Article

References (54)

1. Borrelli, E., Montmayeur, J. P., Foulkes, N. S., and Sassone-Corsi, P. (1992) Signal transduction and gene control: The cAMP pathway. Crit. Rev. Oncog. 3, 321-338.
2. Nelson, D. R., Koymans, L., Kamataki, T., Stegeman, J. J., Feyereisen, R., Waxman, D. J., Waterman, M. R., Gotoh, O., Coon, M. J., Estabrook, R. W., Gunsalus, I. C., and Nebert, D. W. (1996) P450 superfamily: Update on new sequences, gene mapping, accession numbers and nomenclature. Pharmacogenetics 6, 1-42.
3. Gonzalez, F. J., Liu, S. Y., and Yano, M. (1993) Regulation of cytochrome P450 genes: Molecular mechanisms. Pharmacogenetics 3, 51-57.
4. Bartlomowicz, B., Waxman, D. J., Utesch, D., Oesch, F., and Friedberg, T. (1989) Phosphorylation of carcinogen metabolizing enzymes: Regulation of the phosphorylation status of the major phenobarbital inducible cytochromes P-450 in hepatocytes. Carcinogenesis 10, 225-228.
5. Koch, J. A., and Waxman, D. J. (1989) Posttranslational modification of hepatic cytochrome P-450. Phosphorylation of phenobarbital-inducible P-450 forms PB-4 (IIB1) and PB-5 (IIB2) in isolated rat hepatocytes and in vivo. Biochemistry 28, 3145-3152.
6. Bartlomowicz, B., Friedberg, T., Utesch, D., Molitor, E., Platt, K., and Oesch, F. (1989) Regio- and stereoselective regulation of monooxygenase activities by isoenzyme-selective phosphorylation of cytochrome P450. Biochem. Biophys. Res. Commun. 160, 46-52.
7. Lorr, N. A., Miller, K. W., Chung, H. R., and Yang, C. S. (1984) Potentiation of the hepatotoxicity of N-nitrosodimethylamine by fasting, diabetes, acetone and isopropranolol. Toxicol. Appl. Pharmacol. 73, 423-431.
8. Ryan, D. E., Ramanathan, L., Lida, S., Thomas, P. E., Haniu, M., Shively, J., Lieber, C. S., and Levin, W. (1985) Characterization of a major form of rat hepatic microsomal cytochrome P-450 induced by isoniazid. J. Biol. Chem. 260, 6385-6393.
9. Kaul, K. L., and Novak, R. F. (1987) Inhibition and induction of rabbit liver microsomal cytochrome P-450 by pyridine. J. Pharmacol. Exp. Ther. 243, 384-390.
10. Song, B. J., Veech, R. L., Park, S. S., Gelboin, H. V., and Gonzalez, F. J. (1989) Induction of rat hepatic N-nitrosodimethylamine demethylase by acetone is due to protein stabilization. J. Biol. Chem. 246, 3568-3572.
11. Ronis, M. J. J., Johansson, I., Hultenby, K., Lagercrantz, J., Glaumann, H., and Ingelman-Sundberg, M. (1991) Acetone-regulated synthesis and degradation of cytochrome P450E1 and cytochrome P4502B1 in rat liver. Eur. J. Biochem. 198, 383-389.
12. Liu, P. T., Ioannides, C., Shavila, J., Symons, A. M., and Parke, D. V. (1993) Effects of ether anaesthesia and fasting on various cytochrome P450 of rat liver and kidney. Biochem. Pharmacol. 45, 871-877.
13. Yoo, J. S., Ishizaki, H., and Yang, C. S. (1990) Roles of cytochrome P450IIE1 in the dealkylation and denitrosation of N-nitrosodimethylamine and N-nitrosodiethylamine in rat liver microsomes. Carcinogenesis 12, 2239-2243.
14. Yang, C. S., Yoo, J. S. H., Ishizaki, H., and Hong, J. (1990) Cytochrome P450IIE1: Roles in nitrosamine metabolism and mechanisms of regulation. Drug Metab. Rev. 22, 147-159.
15. Yamazaki, H., Inui, Y., Yun, Ch.H., Guengerich, F. P., and Shimada, T. (1992) Cytochrome P4502E1 and 2A6 enzymes as major catalysts for metabolic activation of N-nitroso-dialkylamines and tobacco-related nitrosamines in human liver microsomes. Carcinogenesis 13, 1789-1794.
16. Tsutsumi, M., Matsuda, Y., and Takada, A. (1993) Role of ethanol-inducible cytochrome P-4502E1 in the development of hepatocellular carcinoma by the chemical carcinogen N-nitrosodimethylamine. Hepatology 18, 1483-1489.
17. Lee, R. P., and Forkert, P. G. (1995) Pulmonary CYP2E1 bioactivates 1,1-dichloroethylene in male and female mice. J. Phamacol. Exp. Ther. 273, 561-567.
18. Koop, D. R., Cederbaum, A. I., Song, B. J., Ingelman-Sundberg, M., and Nanji, A. (1996) Ethanol-inducible cytochrome P450 (CYP2E1): Biochemistry, molecular biology and clinical relevance. Alcohol Clin. Exp. Res. 20(Suppl.), 138A-146A.
19. Koop, D. R., and Tierney, D. J. (1990) Multiple mechanisms in the regulation of ethanol-inducible cytochrome P450IIE1. Bioessays 12, 429-435.
20. Freeman, J. E., and Wolf, C. R. (1994) Evidence against a role for serine 129 in determining murine cytochrome P450 Cyp2e-1 protein levels. Biochemistry 33, 13963-13966.
21. Roberts, B. J. (1997) Evidence of proteasome-mediated cytochrome P-450 degradation. J. Biol. Chem. 272, 9771-9778.
22. Eliasson, E., Johansson, I., and Ingelman-Sundberg, M. (1988) Ligand-dependent maintenance of ethanol-inducible cytochrome P-450 in primary rat hepatocyte cell cultures. Biochem. Biophys. Res. Commun. 150, 436-443.
23. Eliasson, E., Mkrtchian, S., and Ingelman-Sundberg, M. (1992) Hormone- and substrate-regulated intracellular degradation of cytochrome P450(2E1) involving MgATP-activated rapid proteolysis in the endoplasmic reticulum membranes. J. Biol. Chem. 267, 15765-15769.
24. Eliasson, E., Johansson, I., and Ingelman-Sundberg, M. (1990) Substrate-, hormone-, and cAMP-regulated cytochrome P450 degradation. Proc. Natl. Acad. Sci. USA 87, 3225-3229.
25. Johansson, I., Eliasson, E., and Ingelman-Sundberg, M. (1991) Hormone controlled phosphorylation and degradation of CYP2B1 and CYP2E1 in isolated rat hepatocytes. Biochem. Biophys. Res. Commun. 174, 37-42.
26. Seglen, P. O. (1976) Preparation of isolated rat liver cells. Methods Cell Biol. 13, 29-83.
27. Freeman, J. E., Stirling, D., Russell, A. L., and Wolf, C. R. (1992) cDNA sequence, deduced amino acid sequence, predicted gene structure and chemical regulation of mouse Cyp2e1. Biochem. J. 281, 689-695.
28. Sambrook, J., Fritsch, E. F., and Maniatis, T. (1989). "Molecular Cloning: A Laboratory Manual," Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY.
29. Clark, B. J., and Waterman, M. J. (1991) Heterologous expression of mammalian P450 in COS cells. Methods Enzymol. 206, 100-108.
30. Artelt, P., Morelle, C., Ausmeier, M., Fitzek, M., and Hauser, H. (1988) Vectors for efficient expression in mammalian fibroblastoid, myeloid and lymphoid cells via transfection or infection. Gene 68, 213-219.
31. Graham, F. L., and Van der Eb, A. (1973) A new technique for the assay of infectivity of human adenovirus 5 DNA. Virology 52, 456-467.
32. Gunning, P., Leavitt, J., Muscat, G., Ng, S. Y., and Kedes, L. (1987) A human beta-actin expression vector system directs high-level accumulation of antisense transcripts. Proc. Natl. Acad. Sci. USA 84, 4831-4835.
33. Laemmli, U. K. (1970) Cleavage of the structural proteins during the assembly of the head of bacteriophage T4. Nature 227, 680-685.
34. Forkert, P. G., Redza, Z. M., Mangos, S., Park, S. S., and Tam, S. P. (1994) Induction and regulation of CYP2E1 in murine liver after acute and chronic acetone administration. Drug Metab. Dispos. 22, 248-253.
35. Kim, S. G., Williams, D. E., Schuetz, E. G., Guzelian, P. S., and Novak, R. F. (1988) Pyridine induction of cytochrome P-450 in the rat: Role of P-450j (alcohol-inducible form) in pyridine N-oxidation. J. Pharmacol. Exp. Ther. 246, 1175-1182.
36. Lowry, O. H., Rosebrough, N. J., Farr, A. L., and Randall, R. J. (1951) Protein measurement with the Folin phenol reagent. J. Biol. Chem. 193, 265-275.
37. Shakir, F. K., Audilet, D., Drake, A. J., III, and Shakir, K. M. (1994) A rapid protein determination by modification of the Lowry procedure. Anal. Biochem. 216, 232-233.
38. Platt, K. L., Molitor, E., Döhmer, J., Dogra, S., and Oesch, F. (1989) Genetically engineered V79 Chinese hamster cell expression of purified cytochrome P-450IIB1 monooxygenase activity. J. Biochem. Toxicol. 4, 1-6.
39. Pyerin, W., Taniguchi, H., Horn, F., Oesch, F., Amelizad, Z., Friedberg, T., and Wolf, C. R. (1987) Isoenzyme-specific phosphorylation of cytochromes P-450 and other drug metabolizing enzymes. Biochem. Biophys. Res. Commun. 142, 885-892.
40. Oesch-Bartlomowicz, B., and Oesch, F. (1990) Phosphorylation of cytochrome P450 isoenzymes in intact hepatocytes and its importance for their function in metabolic processes. Arch. Toxicol. 64, 257-261.
41. Eliasson, E., Mkrtchian, S., Halpert, J. R., and Ingelman-Sundberg, M. (1994) Substrate-regulated, cAMP-dependent phosphorylation, denaturation, and degradation of glucocorticoid-inducible rat liver cytochrome P450 3A1. J. Biol. Chem. 269, 18378-18383.
42. Johnson, E. F. (1992) Mapping determinants of the substrate selectivities of P450 enzymes by site-directed mutagenesis. Trends Pharmacol. Sci. 13, 122-126.
43. Gotoh, O. (1992) Substrate recognition sites in cytochrome P450 family 2 (CYP2) proteins inferred from comparative analyses of amino acid and coding nucleotide sequences. J. Biol. Chem. 267, 83-90.
44. Lindberg, R. L., and Negishi, M. (1989) Alteration of mouse cytochrome P450 coh substrate specificity by mutation of a single amino-acid residue. Nature 339, 632-643.
45. Juvonen, R. O., Iwasaki, M., and Negishi, M. (1991) Structural function of residue-209 in coumarin 7-hydroxylase (P450coh). Enzyme-kinetic studies and site-directed mutagenesis. J. Biol. Chem. 266, 16431-16435.
46. Kronbach, T., and Johnson, E. F. (1991) An inhibitory monoclonal antibody binds in close proximity to a determinant for substrate binding in cytochrome P450IIC5. J. Biol. Chem. 266, 6215-6220.
47. Kronbach, T., Kemper, B., and Johnson, E. F. (1991) A hyper-variable region of P450IIC5 confers progesterone 21-hydroxylase activity to P450IIC1. Biochemistry 30, 6097-6102.
48. Halpert, J. R., and He, Y. A. (1993) Engineering of cytochrome P4502B1 specificity. Conversion of an androgen 16 beta-hydroxylase to a 15 alpha-hydroxylase. J. Biol. Chem. 268, 4453-4457.
49. Pearson, R. B., and Kemp, B. E. (1991) Protein kinase phosphorylation site sequences and consensus specificity motifs: Tabulations. Methods Enzymol. 200, 62-81.
50. Hardie, D. G. (1991) Cell surface receptors - Protein phosphorylation and other intracellular events. In "Biochemical Messengers" (Chapman and Hall, Eds.) Cambridge Univ. Press, Cambridge, UK.
51. 6-methylguanine-DNA methyltransferase mRNA in rat hepatoma cells. Biochem. Biophys. Acta 1171, 35-40.
52. 6-methylguanine-DNA methyltransferase in mammalian cells by DNA-damaging treatments. Carcinogenesis 6, 1805-1809.
53. 6-methylguanine-DNA methyltransferase in mammalian cells by DNA-damaging treatments. Mol. Cell. Biol. 11, 4660-4668.
54. Wooten, M. W., Seibenhener, M. L., Mattheus, L. H., Zhou, G., and Coleman, E. S. (1996) Modulation of zeta-protein kinase C by cyclic AMP in PC12 cells occurs through phosphorylation by protein kinase A. J. Neurochem. 67, 1023-1031.