CYP2J subfamily cytochrome P450s in the gastrointestinal tract: Expression, localization, and potential functional significance

Molecular Pharmacology

Volumn 51, Issue 6, 1997, Pages 931-943

  Zeldin, Darryl C ^a   Foley, Julie ^a   Goldsworthy, Susan M ^b   Cook, Molly E ^a   Boyle, James E ^a   Ma, Jixiang ^a   Moomaw, Cindy R ^a   Tomer, Kenneth B ^a   Steenbergen, Charles ^c   Wu, Shu ^a  

^a NATIONAL INSTITUTE OF ENVIRONMENTAL HEALTH SCIENCES   (United States)

^b Pathology Associates International   (United States)

^c DUKE UNIVERSITY MEDICAL CENTER   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CYTOCHROME P450;

ANIMAL TISSUE; ARACHIDONIC ACID METABOLISM; ARTICLE; ELECTROLYTE TRANSPORT; ENTEROPATHY; ENZYME LOCALIZATION; HUMAN; HUMAN TISSUE; INTESTINE MOTILITY; NONHUMAN; PRIORITY JOURNAL; PROTEIN EXPRESSION; RAT; TISSUE DISTRIBUTION;

EID: 0030960145     PISSN: 0026895X     EISSN: None     Source Type: Journal    
DOI: 10.1124/mol.51.6.931     Document Type: Article

References (41)

1. Kaminsky, L. S., and M. J. Fasco. Small intestinal cytochromes P450. Crit. Rev. Toxicol. 21:407-422 (1992).
2. Laitinen, M., and J. B. Watkins. Mucosal biotransformations, in Gastrointestinal Toxicology (K. Rozman and O. Hanninen, eds.). Elsevier Science Publishers, North Holland, Amsterdam, 169-192 (1986).
3. Macica, C., M. Balazy, J. R. Falck, C. Mioskowski, and M. A. Carroll. Characterization of cytochrome P450-dependent arachidonic acid metabolism in rabbit intestine. Am. J. Physiol. 265:G735-G741 (1993).
4. Kaku, M., K. Ichihara, E. Kusunose, K. Ogita, S. Yamamoto, I. Yano, and M. Kusunose. Purification and characterization of cytochrome P450 specific for prostaglandin and fatty acid hydroxylase activities from the microsomes of rabbit small intestinal mucosa. J. Biochem. 96:1883-1891 (1984).
5. de Waziers, I., P. H. Cugnenc, C. S. Yang, J.-P. Leroux, and P. H. Beaune. Cytochrome P450 isoenzymes, epoxide hydrolase and glutathione transferases in rat and human hepatic and extrahepatic tissues. J. Pharmacol. Exp. Ther. 253:387-394 (1990).
6. Peters, W. H. M., and P. G. Kremers. Cytochromes P450 in the intestinal mucosa of man. Biochem. Pharmacol. 38:1535-1538 (1989).
7. Murray, G. I., T. S. Barnes, H. F. Sewell, S. W. B. Ewen, W. T. Melvin, and M. D. Burke. The immunocytochemical localization and distribution of cytochrome P450 in normal human hepatic and extrahepatic tissues with a monoclonal antibody to human cytochrome P450. Br. J. Clin. Pharmacol. 25:465-475 (1988).
8. Watkins, P. B., S. A. Wrighton, E. G. Schuetz, D. T. Molowa, and P. S. Guzelian. Identification of glucocorticoid-inducible cytochrome P450 in the intestinal mucosa of rats and man. J. Clin. Invest. 80:1029-1036 (1987).
9. Fasco, M. J., J. B. Silkworth, D. A. Dunbar, and L. S. Kaminsky. Rat small intestinal cytochrome P450 probed by warfarin metabolism. Mol. Pharmacol. 43:226-233 (1993).
10. Rich, K. J., D. Sesardic, J. R. Foster, D. S. Davies, and A. R. Boobis. Immunohistochemical localization of cytochrome P450b/e in hepatic and extrahepatic tissues of the rat. Biochem. Pharmacol. 38:3305-3322 (1989).
11. Shimizu, M., J. M. Lasker, M. Tsutsumi, and C. S. Lieber. Immunohistochemical localization of ethanol-inducible P450IIE1 in the rat alimentary tract. Gastroenterology 99:1044-53 (1990).
12. Kikuta, Y., K. Sogawa, M. Haniu, M. Kinosaki, E. Kusunose, Y. Nojima, S. Yamamoto, K. Ichihara, M. Kusunose, and Y. Fujii-Kuriyama. A novel species of cytochrome P450 (P450ib) specific for the small intestine of rabbits. J. Biol. Chem. 266:17821-17825 (1991).
13. Capdevila, J. H., D. C. Zeldin, K. Makita, A. Karara, and J. R. Falck. Cytochrome P450 and the metabolism of arachidonic acid and oxygenated eicosanoids, in Cytochrome P450: Structure, Mechanism, and Biochemistry (P. R. Ortiz de Montellano, ed.). Plenum Press, New York, 443-471 (1995).
14. Whittle, B. J. R., and J. R. Vane. Prostanoids as regulators of gastrointestinal function, in Physiology of the Gastrointestinal Tract (L. R. Johnson, ed.). Raven Press, New York, 143-180 (1987).
15. Capdevila, J. H., A. Karara, D. J. Waxman, M. V. Martin, J. R. Falck, and F. P. Guengerich. Cytochrome P450 enzyme-specific control of the regio-and enantiofacial selectivity of microsomal arachidonic acid epoxygenase. J. Biol. Chem. 265:10865-10871 (1990).
16. Zeldin, D. C., J. D. Plitman, J. Kobayashi, R. F. Miller, J. R. Snapper, J. R. Falck, J. L. Szarek, R. M. Philpot, and J. H. Capdevila. The rabbit pulmonary cytochrome P450 arachidonic acid metabolic pathway: characterization and significance. J. Clin. Invest. 95:2150-60 (1995).
17. Proctor, K., J. Falck, and J. Capdevila. Intestinal vasodilation by epoxyeicosatrienoic acids: arachidonic acid metabolites produced by a cytochrome P450 monooxygenase. Circ. Res. 60:50-59 (1987).
18. Ojeda, S. R., H. F. Urbanski, M.-P. Junier, and J. Capdevila. The role of arachidonic acid and its metabolites in the release of neuropeptides. Ann. N Y Acad. Sci. 559:192-207 (1989).
19. McGiff, J. C. Cytochrome P450 metabolism of arachidonic acid. Annu. Rev. Pharmacol. Toxicol. 31:339-69 (1991).
20. Wu, S., C. R. Moomaw, K. B. Tomer, J. R. Falck, and D. C. Zeldin. Molecular cloning and expression of CYP2J2, a human cytochrome P450 arachidonic acid epoxygenase highly expressed in heart. J. Biol. Chem. 271:3460-3468 (1996).
21. Wu, S., W. Chen, E. Murphy, S. Gabel, K. B. Tomer, J. Foley, C. Steenbergen, J. R. Falck, C. R. Moomaw, and D. C. Zeldin. Molecular cloning, expression, and functional significance of a cytochrome P450 highly expressed in rat heart myocytes. J. Biol. Chem. 272:12551-12559 (1997).
22. Maniatis, T., J. Sambrook, and E. F. Fritsch. Molecular Cloning: A Laboratory Manual. Cold Spring Harbor Laboratory, Cold Spring Harbor, NY (1989).
23. Zeldin, D. C., R. N. Dubois, J. R. Falck, and J. H. Capdevila. Molecular cloning, expression, and characterization of an endogenous human cytochrome P450 arachidonic acid epoxygenase isoform. Arch. Biochem. Biophys. 322:76-86 (1995).
24. Capdevila, J. H., J. R. Falck, E. Dishman, and A. Karara. Cytochrome P450 arachidonate epoxygenase. Methods Enzymol. 187:385-394 (1990).
25. Capdevila, J. H., E. Dishman, A. Karara, and J. R. Falck. Cytochrome P450 arachidonic acid epoxygenase: stereochemical characterization of epoxyeicosatrienoic acids. Methods Enzymol. 206:441-453 (1991).
26. Falck, J. R., and S. Manna. 8,9-Epoxy arachidonic acid: a cytochrome P450 metabolite. Tetrahedron Lett. 23:1755-1756 (1982).
27. Falck, J. R., P. Yadagiri, and J. H. Capdevila. Synthesis of epoxyeicosatrienoic acids and heteroatom analogs. Methods Enzymol. 187:357-364 (1990).
28. Zeldin, D. C., J. Kobayashi, J. R. Falck, B. S. Winder, B. D. Hammock, J. R. Snapper, and J. H. Capdevila. Regio- and enantiofacial selectivity of epoxyeicosatrienoic acid hydration by cytosolic epoxide hydrolase. J. Biol. Chem. 268:6402-6407 (1993).
29. Branford, M. M. A rapid and sensitive method for the quantification of microgram quantities of protein utilizing the principle of protein-dye binding. Anal. Biochem. 72:248-254 (1976).
30. Forrester, L. M., C. J. Henderson, M. J. Glancey, D. J. Back, B. K. Park, S. E. Ball, N. R. Kitteringham, A. W. McLaren, J. S. Miles, P. Skett, and C. R. Wolf. Relative expression of cytochrome P450 isoenzymes in human liver and association with the metabolism of drugs and xenobiotics. Biochem. J. 281:359-368 (1992).
31. Foster, J. R., C. R. Elcombe, A. R. Boobis, D. S. Davies, D. Sesardic, J. McQuade, R. T. Robson, C. Hayward, and E. A. Lock. Immunocytochemical localization of cytochrome P450 in hepatic and extra-hepatic tissues of the rat with a monoclonal antibody against cytochrome P450 c. Biochem. Pharmacol. 35:4543-4558 (1986).
32. Carroll, M. A., M. Schwartzman, J. Capdevila, J. R. Falck, and J. C. McGiff. Vasoactivity of arachidonic acid epoxides. Eur. J. Pharmacol. 138:281-283 (1987).
33. Katoh, T., K. Takahashi, J. Capdevila, A. Karara, J. R Falck, H. R. Jacobson, and K. F. Badr. Glomerular stereospecific synthesis and hemodynamic actions of 8,9-epoxyeicosatrienoic acid in the rat kidney. Am J. Physiol. 261:F578-F586 (1991).
34. Falck, J. R., S. Manna, J. Moltz, N. Chacos, and J. Capdevila. Epoxyeicosatrienoic acids stimulate glucagon and insulin release from isolated rat pancreatic islets. Biochem. Biophys. Res. Commun. 114:743-749 (1983).
35. Zeldin, D. C., C. R. Moomaw, N. Jesse, K. B. Tomer, J. Beetham, B. D. Hammock, and S. Wu. Biochemical characterization of the human liver cytochrome P450 arachidonic acid epoxygenase pathway. Arch. Biochem. Biophys. 330:87-96 (1996).
36. Daikh, B. E., J. M. Lasker, J. L. Raucy, and D. R. Koop. Regio- and stereoselective epoxidation of arachidonic acid by human cytochromes P450 2C8 and 2C9. J. Pharmacol. Exp. Ther. 271:1427-1433 (1994).
37. Rifkind, A. B., C. Lee, T. K. H. Chang, and D. J. Waxman. Arachidonic acid metabolism by human cytochrome P450s 2C8, 2C9, 2E1, and 1A2: regios-elective oxygenation and evidence for a role for CYP2C enzymes in arachidonic acid epoxygenation in human liver microsomes. Arch. Biochem. Biophys. 320:380-389 (1995).
38. Schwartzman, M. L., P. Martasek, A. R. Rios, R. D. Levere, K. Solangi, A. I. Goodman, and N. G. Abraham. Cytochrome P450-dependent arachidonic acid metabolism in human kidney. Kidney Int. 37:94-99 (1990).
39. Karara, A., E. Dishman, J. R. Falck, and J. H. Capdevila. Stereochemical analysis of the endogenous epoxyeicosatrienoic acids of human kidney cortex. FEBS Lett. 268:227-230 (1990).
40. Fitzpatrick, F. A., M. D. Ennis, M. E. Baze, M. A. Wynalda, J. E. McGee, and W. F. Liggett. Inhibition of cyclooxygenase activity and platelet aggregation by epoxyeicosatrienoic acids: influence of stereochemistry. J. Biol. Chem. 261:15334-15338 (1986).
41. Nelson, D. R., T. Kamataki, D. J. Waxman, F. P. Guengerich, R. W. Estabrook, R. Feyereisen, F. J. Gonzalez, M. J. Coon, I. C. Gunsalus, O. Gotoh, K. Okuda, and D. W. Nebert. The P450 superfamily: update on new sequences, gene mapping, accession numbers, early trivial names of enzymes, and nomenclature. DNA Cell Biol. 12:1-51 (1993).