Human carboxymethylenebutenolidase as a bioactivating hydrolase of olmesartan medoxomil in liver and intestine

Journal of Biological Chemistry

Volumn 285, Issue 16, 2010, Pages 11892-11902

  Ishizuka, Tomoko ^a   Fujimori, Izumi ^a   Kato, Mitsunori ^a   Noji Sakikawa, Chisa ^a   Saito, Motoko ^a   Yoshigae, Yasushi ^a   Kubota, Kazuishi ^a   Kurihara, Atsushi ^a   Izumi, Takashi ^a   Ikeda, Toshihiko ^b   Okazaki, Osamu ^a  

^a DAIICHI SANKYO CO   (Japan)

^b YOKOHAMA COLLEGE OF PHARMACY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

BIOCHEMISTRY; COLUMN CHROMATOGRAPHY; DRUG PRODUCTS; ENZYME KINETICS; ESTERS; HYDROLASES; HYDROLYSIS; MAMMALS; MASS SPECTROMETRY; METABOLITES; RECOMBINANT PROTEINS; TISSUE;

ACTIVE METABOLITES; CHEMICAL INHIBITION; CHEMICAL INHIBITORS; DEGRADATION PATHWAYS; HYDROLYZING ACTIVITY; OLMESARTAN MEDOXOMIL; RECEPTOR ANTAGONISTS; SITE DIRECTED MUTAGENESIS;

ENZYME INHIBITION;

CARBOXYMETHYLENEBUTENOLIDASE; DRUG METABOLITE; ESTER; HYDROLASE; OLMESARTAN; UNCLASSIFIED DRUG;

ARTICLE; COLUMN CHROMATOGRAPHY; CONTROLLED STUDY; DRUG ACTIVATION; DRUG STRUCTURE; ENZYME ACTIVITY; ENZYME ANALYSIS; ENZYME INHIBITION; ENZYME KINETICS; ENZYME PURIFICATION; HUMAN; HUMAN CELL; HUMAN TISSUE; INTESTINE; LIVER CYTOSOL; LIVER PARENCHYMA; MAMMAL CELL; MASS SPECTROMETRY; PRIORITY JOURNAL; PROTEIN EXPRESSION;

BACTERIA (MICROORGANISMS); MAMMALIA; PSEUDOMONAS;

EID: 77951247279     PISSN: 00219258     EISSN: 1083351X     Source Type: Journal    
DOI: 10.1074/jbc.M109.072629     Document Type: Article

References (40)

1. Testa, B., and Mayer, J. M. (2003) Hydrolysis in Drug and Prodrug Metabolism. Chemistry, Biochemistry, and Enzymology, 1st Ed., pp. 1-3, Wiley-VCH, Zürich, Switzerland
2. Ettmayer, P., Amidon, G. L., Clement, B., and Testa, B. (2004) J. Med. Chem. 47, 2393-2404
3. Beaumont, K., Webster, R., Gardner, I., and Dack, K. (2003) Curr. Drug Metab. 4, 461-485
4. Testa, B. (2004) Biochem. Pharmacol. 68, 2097-2106
5. Satoh, T., and Hosokawa, M. (2006) Chem. Biol. Interact. 162, 195-211
6. Hosokawa, M. (2008) Molecules 13, 412-431
7. Taylor, P. (1991) J. Biol. Chem. 266, 4025-4028
8. Taylor, P., and Radić, Z. (1994) Annu. Rev. Pharmacol. Toxicol. 34, 281-320
9. Draganov, D. I., and La Du, B. N. (2004) Naunyn-Schmiedebergs Arch. Pharmacol. 369, 78-88
10. Liederer, B. M., and Borchardt, R. T. (2006) J. Pharm. Sci. 95, 1177-1195
11. Satoh, T. (2005) Toxicol. Appl. Pharmacol. 207, 11-18
12. Imai, T. (2006) Drug Metab. Pharmacokinet. 21, 173-185
13. Tougou, K., Nakamura, A., Watanabe, S., Okuyama, Y., and Morino, A. (1998) Drug Metab. Dispos. 26, 355-359
14. James, R. W., and Deakin, S. P. (2004) Free Radic. Biol. Med. 37, 1986-1994
15. Kim, I., Chu, X. Y., Kim, S., Provoda, C. J., Lee, K. D., and Amidon, G. L. (2003) J. Biol. Chem. 278, 25348-25356
16. Lai, L., Xu, Z., Zhou, J., Lee, K. D., and Amidon, G. L. (2008) J. Biol. Chem. 283, 9318-9327
17. Scott, L. J., and McCormack, P. L. (2008) Drugs 68, 1239-1272
18. Chrysant, S. G. (2008) Drugs Today 44, 443-453
19. Redon, J., and Fabia, M. J. (2009) J. Renin Angiotensin Aldosterone Syst. 10, 147-156
20. Laeis, P., Puchler, K., and Kirch, W. (2001) J. Hypertens. Suppl. 19, S21-S32
21. Ma, S. F., Anraku, M., Iwao, Y., Yamasaki, K., Kragh-Hansen, U., Yamaotsu, N., Hirono, S., Ikeda, T., and Otagiri, M. (2005) Drug Metab. Dispos. 33, 1911-1919
22. Kubota, K., Wakabayashi, K., and Matsuoka, T. (2003) Proteomics 3, 616-626
23. Reyns, T., Cherlet, M., De Baere, S., De Backer, P., and Croubels, S. (2008) J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 861, 108-116
24. Finn, R. D., Tate, J., Mistry, J., Coggill, P. C., Sammut, S. J., Hotz, H. R., Ceric, G., Forslund, K., Eddy, S. R., Sonnhammer, E. L., and Bateman, A. (2008) Nucleic Acids Res. 36, D281-D288
25. Carr, P. D., and Ollis, D. L. (2009) Protein Pept. Lett. 16, 1137-1148
26. Pieper, U., Eswar, N., Davis, F. P., Braberg, H., Madhusudhan, M. S., Rossi, A., Marti-Renom, M., Karchin, R., Webb, B. M., Eramian, D., Shen, M. Y., Kelly, L., Melo, F., and Sali, A. (2006) Nucleic Acids Res. 34, D291-D295
27. Schurek, K. N., Wiebe, R., Karlowsky, J. A., Rubinstein, E., Hoban, D. J., and Zhanel, G. G. (2007) Expert Rev. Anti Infect. Ther. 5, 185-198
28. Saito, A., and Nakashima, M. (1986) Antimicrob. Agents Chemother. 29, 948-950
29. Ewing, R. M., Chu, P., Elisma, F., Li, H., Taylor, P., Climie, S., McBroom-Cerajewski, L., Robinson, M. D., O'Connor, L., Li, M., Taylor, R., Dharsee, M., Ho, Y., Heilbut, A., Moore, L., Zhang, S., Ornatsky, O., Bukhman, Y. V., Ethier, M., Sheng, Y., Vasilescu, J., Abu-Farha, M., Lambert, J. P., Duewel, H. S., Stewart, II, Kuehl, B., Hogue, K., Colwill, K., Gladwish, K., Muskat, B., Kinach, R., Adams, S. L., Moran, M. F., Morin, G. B., Topaloglou, T., and Figeys, D. (2007) Mol. Syst. Biol. 3, 89
30. Ngai, K. L., Schlömann, M., Knackmuss, H. J., and Ornston, L. N. (1987) J. Bacteriol. 169, 699-703
31. Schmidt, E., and Knackmuss, H. J. (1980) Biochem. J. 192, 339-347
32. Ollis, D. L., Cheah, E., Cygler, M., Dijkstra, B., Frolow, F., Franken, S. M., Harel, M., Remington, S. J., Silman, I., and Schrag, J. (1992) Protein Eng. 5, 197-211
33. Pathak, D., Ngai, K. L., and Ollis, D. (1988) J. Mol. Biol. 204, 435-445
34. Pathak, D., and Ollis, D. (1990) J. Mol. Biol. 214, 497-525
35. Cheah, E., Ashley, G. W., Gary, J., and Ollis, D. (1993) Proteins 16, 64-78
36. Beveridge, A. J., and Ollis, D. L. (1995) Protein Eng. 8, 135-142
37. Pathak, D., Ashley, G., and Ollis, D. (1991) Proteins 9, 267-279
38. Easthope, S. E., and Jarvis, B. (2002) Drugs 62, 1253-1287
39. Saari, W. S., Halczenko, W., Cochran, D. W., Dobrinska, M. R., Vincek, W. C., Titus, D. C., Gaul, S. L., and Sweet, C. S. (1984) J. Med. Chem. 27, 713-717
40. Sakamoto, F., Ikeda, S., and Tsukamoto, G. (1984) Chem. Pharm. Bull. 32, 2241-2248