Mouse Cyp4a isoforms: Enzymatic properties, gender- and strain-specific expression, and role in renal 20-hydroxyeicosatetraenoic acid formation

Biochemical Journal

Volumn 403, Issue 1, 2007, Pages 109-118

  Muller, Dominik N ^a,b   Schmidt, Cosima ^a   Barbosa Sicard, Eduardo ^a   Wellner, Maren ^b   Gross, Volkmar ^a   Hercule, Hantz ^a   Markovic, Marija ^a   Honeck, Horst ^a   Luft, Friedrich C ^a,b   Schunck, Wolf Hagen ^a  

^a MAX DELBRÜCK CENTER FOR MOLECULAR MEDICINE   (Germany)

^b CHARITÉ UNIVERSITÄTSMEDIZIN BERLIN   (Germany)

Author keywords

Arachidonic acid; Cytochrome P450; Eicosapentaenoic acid; Gender; Hydroxyeicosatetraenoic acid (HETE); Mouse kidney

Indexed keywords

ARACHIDONIC ACID; CYTOCHROME P450; EICOSAPENTAENOIC ACID (EPA); HYDROXYEICOSATETRAENOIC ACID (HETE); MOUSE KIDNEY;

BIOLOGICAL ORGANS; CARBOXYLIC ACIDS; ENZYMES; HYDROXYLATION; LIVING SYSTEMS STUDIES; RNA;

BIOCHEMISTRY;

20 HYDROXYICOSATETRAENOIC ACID; ANDROGEN; CYTOCHROME P450 4A; CYTOCHROME P450 4A10; CYTOCHROME P450 4A12A; CYTOCHROME P450 4A12B; CYTOCHROME P450 4A14; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; ENZYME ACTIVITY; FATTY ACID METABOLISM; FEMALE; KIDNEY MICROSOME; MALE; MOUSE; NONHUMAN; NUCLEOTIDE SEQUENCE; PRIORITY JOURNAL; PROTEIN EXPRESSION; SEX DIFFERENCE;

ANIMALS; BASE SEQUENCE; CLONING, MOLECULAR; CYTOCHROME P-450 ENZYME SYSTEM; DNA PRIMERS; FATTY ACIDS, NONESTERIFIED; FEMALE; GENE EXPRESSION REGULATION, ENZYMOLOGIC; HYDROXYEICOSATETRAENOIC ACIDS; ISOENZYMES; KIDNEY; MALE; MICE; MOLECULAR SEQUENCE DATA; RNA; SPECIES SPECIFICITY;

MUS;

EID: 34147168221     PISSN: 02646021     EISSN: None     Source Type: Journal    
DOI: 10.1042/BJ20061328     Document Type: Article

References (47)

1. Okita, R. T. and Okita, J. R. (2001) Cytochrome P450 4A fatty acid omega hydroxylases. Curr. Drug Metab. 2, 265-281
2. Johnson, E. F., Hsu, M. H., Savas, U. and Griffin, K. J. (2002) Regulation of P450 4A expression by peroxisome proliferator activated receptors. Toxicology 181-182, 203-206
3. Capdevila, J. H., Falck, J. R. and Harris, R. C. (2000) Cytochrome P450 and arachidonic acid bioactivation. Molecular and functional properties of the arachidonate monooxygenase. J. Lipid Res. 41, 163-181
4. McGiff, J. C. and Quilley, J. (1999) 20-HETE and the kidney: resolution of old problems and new beginnings. Am. J. Physiol. 277, R607-R623
5. Roman, R. J. (2002) P-450 metabolites of arachidonic acid in the control of cardiovascular function. Physiol. Rev. 82, 131-185
6. Sacerdoti, D., Balazy, M., Angeli, P., Gatta, A. and McGiff, J. C. (1997) Eicosanoid excretion in hepatic cirrhosis. Predominance of 20-HETE. J. Clin. Invest. 100, 1264-1270
7. Ward, N. C., Rivera, J., Hodgson, J., Puddey, I. B., Beilin, L. J., Falck, J. R. and Croft, K. D. (2004) Urinary 20-hydroxyeicosatetraenoic acid is associated with endothelial dysfunction in humans. Circulation 110, 438-443
8. Gainer, J. V., Bellamine, A., Dawson, E. P., Womble, K. E., Grant, S. W., Wang, Y., Cupples, L. A., Guo, C. Y., Demissie, S., O'Donnell, C. J. et al. (2005) Functional variant of CYP4A11 20-hydroxyeicosatetraenoic acid synthase is associated with essential hypertension. Circulation 111, 63-69
9. Henderson, C. J., Bammler, T. and Wolf, C. R. (1994) Deduced amino acid seguence of a murine cytochrome P-450 Cyp4a protein: developmental and hormonal regulation in liver and kidney. Biochim. Biophys. Acta 1200, 182-190
10. Heng, Y. M., Kuo, C. S., Jones, P. S., Savory, R., Schulz, R. M., Tomlinson, S. R., Gray, T. J. and Bell, D. R. (1997) A novel murine P-450 gene, Cyp4a14, is part of a cluster of Cyp4a and Cyp4b, but not of CYP4F, genes in mouse and humans. Biochem. J. 325, 741-749
11. Holla, V. R., Adas, F., Imig, J. D., Zhao, X., Price, Jr, E., Olsen, N., Kovacs, W. J., Magnuson, M. A., Keeney, D. S., Breyer, M. D. et al. (2001) Alterations in the regulation of androgen-sensitive Cyp 4a monooxygenases cause hypertension. Proc. Natl. Acad. Sci. U.S.A. 98, 5211-5216
12. Honeck, H., Gross, V., Erdmann, B., Kargel, E., Neunaber, R., Milia, A. F., Schneider, W., Luft, F. C. and Schunck, W. H. (2000) Cytochrome P450-dependent renal arachidonic acid metabolism in desoxycorticosterone acetate-salt hypertensive mice. Hypertension 36, 610-616
13. Stec, D. E., Flasch, A., Roman, R. J. and White, J. A. (2003) Distribution of cytochrome P-450 4A and 4F isoforms along the nephron in mice. Am. J. Physiol. Renal Physiol. 284, F95-F102
14. Nelson, D. R., Zeldin, D. C., Hoffman, S. M., Maltais, L. J., Wain, H. M. and Nebert, D. W. (2004) Comparison of cytochrome P450 (CYP) genes from the mouse and human genomes, including nomenclature recommendations for genes, pseudogenes and alternative-splice variants. Pharmacogenetics 14, 1-18
15. Vera, T., Taylor, M., Bohman, Q., Flasch, A., Roman, R. J. and Stec, D. E. (2005) Fenofibrate prevents the development of angiotensin II-dependent hypertension in mice. Hypertension 45, 730-735
16. Nakagawa, K., Holla, V. R., Wei, Y., Wang, W. H., Gatica, A., Wei, S., Mei, S., Miller, C. M., Cha, D. R., Price, Jr, E. et al. (2006) Salt-sensitive hypertension is associated with dysfunctional Cyp4a10 gene and kidney epithelial sodium channel. J. Clin. Invest. 116, 1696-1702
17. Hartner, A., Cordasic, N., Klanke, B., Veelken, R. and Hilgers, K. F. (2003) Strain differences in the development of hypertension and glomerular lesions induced by deoxycorticosterone acetate salt in mice. Nephrol. Dial. Transplant. 18, 1999-2004
18. Xue, B., Pamidimukkala, J. and Hay, M. (2005) Sex differences in the development of angiotensin II-induced hypertension in conscious mice. Am. J. Physiol. Heart Circ. Physiol. 288, H2177-H2184
19. 18a Lowry, O. H., Rosenbrough, N. J., Farr, A. L. and Randall, R. J. (1951) Protein measurement with the Folin phenol reagent. J. Biol. Chem. 193, 265-275
20. Schwarz, D., Kisselev, P., Cascorbi, I., Schunck, W. H. and Roots, I. (2001) Differential metabolism of benzo[a]pyrene and benzo[a]pyrene-7,8- dihydrodiol by human CYP1A1 variants. Carcinogenesis 22, 453-459
21. Omura, T. and Sato, R. (1964) The carbon monoxide-binding pigment of liver microsomes. I. Evidence for its hemoprotein nature. J. Biol. Chem. 239, 2370-2378
22. Falck, J. R., Yadagiri, P. and Capdevila, J. (1990) Synthesis of epoxyeicosatrienoic acids and heteroatom analogs. Methods Enzymol. 187, 357-364
23. Lauterbach, B., Barbosa-Sicard, E., Wang, M. H., Honeck, H., Kargel, E., Theuer, J., Schwartzman, M. L., Haller, H., Luft, F. C., Gollasch, M. and Schunck, W. H. (2002) Cytochrome P450-dependent eicosapentaenoic acid metabolites are novel BK channel activators. Hypertension 39, 609-613
24. Falck, J. R., Lumin, S., Blair, I., Dishman, E., Martin, M. V., Waxman, D. J., Guengerich, F. P. and Capdevila, J. H. (1990) Cytochrome P-450-dependent oxidation of arachidonic acid to 16-, 17-, and 18-hydroxyeicosatetraenoic acids. J. Biol. Chem. 265, 10244-10249
25. Barbosa-Sicard, E., Markovic, M., Honeck, H., Christ, B., Muller, D. N. and Schunck, W. H. (2005) Eicosapentaenoic acid metabolism by cytochrome P450 enzymes of the CYP2C subfamily. Biochem. Biophys. Res. Commun. 329, 1275-1281
26. Ortiz de Montellano, P. R. and Reich, N. O. (1984) Specific inactivation of hepatic fatty acid hydroxylases by acetylenic fatty acids. J. Biol. Chem. 259, 4136-4141
27. Schwarz, D., Kisselev, P., Ericksen, S. S., Szklarz, G. D., Chernogolov, A., Honeck, H., Schunck, W. H. and Roots, I. (2004) Arachidonic and eicosapentaenoic acid metabolism by human CYP1A1: highly stereoselective formation of 17(R),18(S)-epoxyeicosatetraenoic acid. Biochem. Pharmacol. 67, 1445-1457
28. Carroll, M. A., Sala, A., Dunn, C. E., McGiff, J. C. and Murphy, R. C. (1991) Structural identification of cytochrome P450-dependent arachidonate metabolites formed by rabbit medullary thick ascending limb cells. J. Biol. Chem. 266, 12306-12312
29. Capdevila, J. H., Wei, S., Helvig, C., Falck, J. R., Belosludtsev, Y., Truan, G., Graham-Lorence, S. E. and Peterson, J. A. (1996) The highly stereoselective oxidation of polyunsaturated fatty acids by cytochrome P450BM-3. J. Biol. Chem. 271, 22663-22671
30. Zhang, Y., Oltman, C. L., Lu, T., Lee, H. C., Dellsperger, K. C. and VanRollins, M. (2001) EET homologs potently dilate coronary microvessels and activate BK(Ca) channels. Am. J. Physiol. Heart Circ. Physiol. 280, H2430-H2440
31. Kris-Etherton, P. M., Harris, W. S. and Appel, L. J. (2002) Fish consumption, fish oil, omega-3 fatty acids, and cardiovascular disease. Circulation 106, 2747-2757
32. Scheller, U., Zimmer, T., Becher, D., Schauer, F. and Schunck, W. H. (1998) Oxygenation cascade in conversion of n-alkanes to alpha,omega-dioic acids catalyzed by cytochrome P450 52A3. J. Biol. Chem. 273, 32528-32534
33. Collins, X. H., Harmon, S. D., Kaduce, T. L., Berst, K. B., Fang, X., Moore, S. A., Raju, T. V., Falck, J. R., Weintraub, N. L., Duester, G. et al. (2005) Omega-oxidation of 20-hydroxyeicosatetraenoic acid (20-HETE) in cerebral microvascular smooth muscle and endothelium by alcohol dehydrogenase 4. J. Biol. Chem. 280, 33157-33164
34. Kaduce, T. L., Fang, X., Harmon, S. D., Oltman, C. L., Dellsperger, K. C., Teesch, L. M., Gopal, V. R., Falck, J. R., Campbell, W. B., Weintraub, N. L. and Spector, A. A. (2004) 20-hydroxyeicosatetraenoic acid (20-HETE) metabolism in coronary endothelial cells. J. Biol. Chem. 279, 2648-2656
35. Fang, X., Dilon, J. S., Hu, S., Harmon, S. D., Yao, J., Anjaiah, S., Falck, J. R. and Spector, A. A. (2006) 20-Caboxy-arachidonic acid is a dual activator of peroxisome proliferator-activated receptors α and γ. Prostaglandins Other Lipid Mediat. 82, 175-184
36. Bellamine, A., Wang, Y., Waterman, M. R., Gainer, III, J. V., Dawson, E. P., Brown, N. J. and Capdevila, J. H. (2003) Characterization of the CYP4A11 gene, a second CYP4A gene in humans. Arch. Biochem. Biophys. 409, 221-227
37. Nguyen, X., Wang, M. H., Reddy, K. M., Falck, J. R. and Schwartzman, M. L. (1999) Kinetic profile of the rat CYP4A isoforms: arachidonic acid metabolism and isoform-specific inhibitors. Am. J. Physiol. 276, R1691-R1700
38. Hoch, U., Falck, J. R. and de Montellano, P. R. (2000) Molecular basis for the omega-regiospecificity of the CYP4A2 and CYP4A3 fatty acid hydroxylases. J. Biol. Chem. 275, 26952-26958
39. Nakagawa, K., Marji, J. S., Schwartzman, M. L., Waterman, M. R. and Capdevila, J. H. (2003) Androgen-mediated induction of the kidney arachidonate hydroxylases is associated with the development of hypertension. Am. J. Physiol. Regulatory Integrative Comp. Physiol. 284, R1055-R1062
40. Brouillette, J., Rivard, K., Lizotte, E. and Fiset, C. (2005) Sex and strain differences in adult mouse cardiac repolarization: importance of androgens. Cardiovasc. Res. 65, 148-157
41. Lasker, J. M., Chen, W. B., Wolf, I., Bloswick, B. P., Wilson, P. D. and Powell, P. K. (2000) Formation of 20-hydroxyeicosatetraenoic acid, a vasoactive and natriuretic eicosanoid, in human kidney. Role of Cyp4F2 and Cyp4A11. J. Biol. Chem. 275, 4118-4126
42. Wang, J. S., Singh, H., Zhang, F., Ishizuka, T., Deng, H., Kemp, R., Wolin, M. S., Hintze, T. H., Abraham, N. G., Nasjletti, A. and Laniado-Schwartzman, M. (2006) Endothelial dysfunction and hypertension in rats transduced with CYP4A2 adenovirus. Circ. Res. 98, 962-969
43. Park, K. M., Kim, J. I., Ahn, Y., Bonventre, A. J. and Bonventre, J. V. (2004) Testosterone is responsible for enhanced susceptibility of males to ischemic renal injury. J. Biol. Chem. 279, 52282-52292
44. Ma, L. J. and Fogo, A. B. (2003) Model of robust induction of glomerulosclerosis in mice: importance of genetic background. Kidney Int. 64, 350-355
45. Kuhel, D. G., Zhu, B., Witte, D. P. and Hui, D. Y. (2002) Distinction in genetic determinants for injury-induced neointimal hyperplasia and diet-induced atherosclerosis in inbred mice. Arterioscler. Thromb. Vasc. Biol. 22, 955-960
46. Gross, G. J., Falck, J. R., Gross, E. R., Isbell, M., Moore, J. and Nithipatikom, K. (2005) Cytochrome P450 and arachidonic acid metabolites: role in myocardial ischemia/reperfusion injury revisited. Cardiovasc. Res. 68, 18-25
47. Regitz-Zagrosek, V. (2006) Therapeutic implications of the gender-specific aspects of cardiovascular disease. Nat. Rev. Drug Discov. 5, 425-438