Arachidonic acid oxygenation by COX-1 and COX-2. Mechanisms of catalysis and inhibition

Journal of Biological Chemistry

Volumn 274, Issue 33, 1999, Pages 22903-22906

  Marnett, Lawrence J ^b   Rowlinson, Scott W ^b   Goodwin, Douglas C ^b   Kalgutkar, Amit S ^b   Lanzo, Cheryl A ^a,b  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b VANDERBILT UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ARACHIDONIC ACID; CYCLOOXYGENASE 1; CYCLOOXYGENASE 2;

ARACHIDONIC ACID METABOLISM; ENZYME MECHANISM; ENZYME POLYMORPHISM; ENZYME SUBUNIT; OXYGENATION; PRIORITY JOURNAL; PROSTAGLANDIN SYNTHESIS; SHORT SURVEY; STEREOCHEMISTRY;

ANIMALS; ARACHIDONIC ACID; CATALYSIS; CYCLOOXYGENASE 1; CYCLOOXYGENASE 2; CYCLOOXYGENASE 2 INHIBITORS; CYCLOOXYGENASE INHIBITORS; HUMANS; ISOENZYMES; MEMBRANE PROTEINS; MODELS, MOLECULAR; OXYGEN; PROSTAGLANDIN-ENDOPEROXIDE SYNTHASES;

EID: 0033551847     PISSN: 00219258     EISSN: None     Source Type: Journal    
DOI: 10.1074/jbc.274.33.22903     Document Type: Short Survey

References (58)

1. Bindra, J. S., and Bindra, R. (1977) Prostaglandin Synthesis, pp. 7-22, Academic Press, New York
2. Hamberg, M., and Samuelsson, B. (1967) J. Biol. Chem. 242, 5336-5343
3. Hamberg, M., and Samuelsson, B. (1973) Proc. Natl. Acad. Sci. U. S. A. 70, 899-903
4. Nugteren, D. H., and Hazelhof, E. (1973) Biochim. Biophys. Acta 326, 448-461
5. Vane, J. R. (1971) Nat. New Biol. 231, 232-235
6. Fu, J.-Y., Masferrer, J. L., Seibert, K., Raz, A., and Needleman, P. (1990) J. Biol. Chem. 265, 16737-16740
7. Xie, W., Chipman, J. G., Robertson, D. L., Erikson, R. L., and Simmons, D. L. (1991) Proc. Natl. Acad. Sci. U. S. A. 88, 2692-2696
8. Kujubu, D. A., Fletcher, B. S., Varnum, B. C., Lim, R. W., and Herschman, H. R. (1991) J. Biol. Chem. 266, 12866-12872
9. O'Banion, M. K., Sadowaki, H. B., Winn, V., and Young, D. A. (1991) J. Biol. Chem. 268, 23261-23267
10. Masferrer, J. L., Zweifel, B. S., Manning, P. T., Hauser, S. D., Leahy, K. M., Smith, W. G., Isakson, P. C., and Seibert, K. (1994) Proc. Natl. Acad. Sci. U. S. A. 91, 3228-3232
11. Simon, L. S., Lanza, F. L., Lipsky, P. E., Hubbard, R. C., Talwalker, S., Schwartz, B. D., Isakson, P. C., and Geis, G. S. (1998) Arthritis Rheum. 41, 1591-1602
12. Karthein, R., Dietz, R., Nastainczyk, W., and Ruf, H. H. (1988) Eur. J. Biochem. 171, 313-320
13. DeGray, J. A., Lassmann, G., Curtis, J. F., Kennedy, T. A., Marnett, L. J., Eling, T. E., and Mason, R. P. (1992) J. Biol. Chem. 267, 23583-23588
14. Tsai, A.-L., Palmer, G., and Kulmacz, R. J. (1992) J. Biol. Chem. 267, 17753-17759
15. Tsai, A.-L., Palmer, G., Xiao, G., Swinney, D. C., and Kulmacz, R. J. (1998) J. Biol. Chem. 273, 3888-3894
16. Picot, D., Loll, P. J., and Garavito, R. M. (1994) Nature 367, 243-249
17. Luong, C., Miller, A., Barnett, J., Chow, J., Ramesha, C., and Browner, M. F. (1996) Nat. Struct. Biol. 3, 927-933
18. Kurumbail, R. G., Stevens, A. M., Gierse, J. K., McDonald, J. J., Stegeman, R. A., Pak, J. Y., Gildehaus, D., Miyashiro, J. M., Penning, T. D., Seibert, K., Isakson, P. C., and Stallings, W. C. (1996) Nature 384, 644-648
19. Shimokawa, T., Kulmacz, R. J., DeWitt, D. L., and Smith, W. L. (1990) J. Biol. Chem. 265, 20073-20076
20. Gunther, M. R., Hsi, L. C., Curtis, J. F., Gierae, J. K., Marnett, L. J., Eling, T. E., and Mason, R. P. (1997) J. Biol. Chem. 272, 17086-17090
21. Goodwin, D. C., Gunther, M. H., Hsi, L. H., Crews, B. C., Eling, T. E., Mason, R. P., and Marnett, L. J. (1998) J. Biol. Chem. 273, 8903-8909
22. Stubbe, J. S., and van der Donk, W. A. (1998) Chem. Rev. 98, 705-762
23. Kulmacz, R. J., Ren, Y., Tsai, A.-L., and Palmer, G. (1990) Biochemistry 29, 8760-8771
24. Lambeir, A. M., Markey, C. M., Dunford, H. B., and Marnett, L. J. (1985) J. Biol. Chem. 260, 14894-14896
25. Dietz, R., Nastainczyk, W., and Ruf, H. H. (1988) Eur. J. Biochem. 171, 321-328
26. Smith, W. L., Eling, T. E., Kulmacz, R. J., Marnett, L. J., and Tsai, A. (1992) Biochemistry 31, 3-7
27. Landino, L. M., Crews, B. C., Timmons, M. D., Morrow, J. D., and Marnett, L. J. (1996) Proc. Natl. Acad. Sci. U. S. A. 93, 15069-15074
28. Salvemini, D., Settle, S. L., Masferrer, J. L., Seibert, K., Currie, M. G., and Needleman, P. (1995) Br. J. Pharmacol. 114, 1171-1178
29. Bakovic, M., and Dunford, H. B. (1994) Biochemistry 33, 6475-6482
30. Wei, C., Kulmacz, R. J., and Tsai, A.-L. (1995) Biochemistry 34, 8499-8512
31. Tsai, A.-L., Wu, G., and Kulmacz, R. J. (1997) Biochemistry 36, 13085-13094
32. Hamberg, M., Svensson, J., Wakabayashi, T., and Samuelsson, B. (1974) Proc. Natl. Acad. Sci. U. S. A. 71, 345-349
33. Bhattacharyya, D. K., Lecomte, M., Rieke, C. J., Garavito, R. M., and Smith, W. L. (1996) J. Biol. Chem. 271, 2179-2184
34. DeWitt, D. L., El-Harith, E. A., Kraemer, S. A., Andrews, M. J., Yao, E. F., Armstrong, R. L., and Smith, W. L. (1990) J. Biol. Chem. 265, 5192-5198
35. Laneuville, O., Breuer, D. K., Xu, N., Huang, Z. H., Gage, D. A., Watson, J. T., Lagarde, M., DeWitt, D. L., and Smith, W. L. (1995) J. Biol. Chem. 270, 19330-19336
36. Yu, M., Ives, D., and Ramesha, C. S. (1997) J. Biol. Chem. 272, 21181-21186
37. Lecomte, M., Laneuville, O., Ji, C., DeWitt, D. L., and Smith, W. L. (1994) J. Biol. Chem. 269, 13207-13215
38. Xiao, G., Tsai, A.-L., Palmer, G., Boyar, W. C., Marshall, P. J., and Kulmacz, R. J. (1997) Biochemistry 36, 1836-1845
39. Marnett, L. J., and Kalgutkar, A. S. (1998) Curr. Opin. Chem. Biol. 2, 482-490
40. Talley, J. J. (1997) Expert Opin. Therapeutic Patents 7, 55-62
41. Prasit, P., and Riendeau, D. (1997) Annu. Rep. Med. Chem. 32, 211-220
42. Munroe, D. G., and Lau, C. Y. (1995) Chem. Biol. 2, 343-350
43. Copeland, R. A., Williams, J. M., Giannaras, J., Nurnberg, S., Covington, M., Pinto, D., Pick, S., and Trzaskos, J. M. (1994) Proc. Natl. Acad. Sci. U. S. A. 91, 11202-11206
44. Roth, G. J., Stanford, N., and Majerus, P. W. (1975) Proc. Natl. Acad. Sci. U. S. A. 72, 3073-3076
45. Van Der Ouderaa, F. J., Buytenhek, M., Nugteren, D. H., and Van Dorp, D. A. (1980) Eur. J. Biochem. 109, 1-8
46. Kalgutkar, A. S., Crews, B. C., Rowlinson, S. W., Garner, C., Seibert, K., and Marnett, L. J. (1998) Science 280, 1268-1270
47. Kalgutkar, A. S., Kozak, K. R., Crews, B. C., Hochgesang, G. P., Jr., and Marnett, L. J. (1998) J. Med. Chem. 41, 4800-4818
48. Loll, P. J., Picot, D., and Garavito, R. M. (1995) Nat. Struct. Biol. 2, 637-642
49. Loll, P. J., Picot, D., Ekabo, O., and Garavito, R. M. (1996) Biochemistry 35, 7330-7340
50. Mancini, J. A., Riendeau, D., Falgueyret, J.-P., Vickers, P. J., and O'Neill, G. P. (1995) J. Biol. Chem. 270, 29372-29377
51. So, O.-Y., Scarafia, L. E., Mak, A. Y., Callan, O. H., and Swinney, D. C. (1998) J. Biol. Chem. 273, 5801-5807
52. Gierse, J. K., McDonald, J. J., Hauser, S. D., Rangwala, S. H., Koboldt, C. M., and Seibert, K. (1996) J. Biol. Chem. 271, 15810-15814
53. Wong, E., Bayly, C., Waterman, H. L., Riendeau, D., and Mancini, J. A. (1997) J. Biol. Chem. 272, 9280-9286
54. Guo, Q. P., Wang, L. H., Ruan, K. H., and Kulmacz, R. J. (1996) J. Biol. Chem. 271, 19134-19139
55. Kurumbail, R., Pawlitz, J. L., Stevens, A. M., Stageman, R. A., Gierse, J. K., Kobolt, C. M., Seibert, K., Isakson, P. C., and Stallings, W. C. (1999) in Eicosanoids and Other Bioactive Lipids in Cancer, Inflammation and Related Diseases (Honn, K. V., Nigam, S., Marnett, L. J., and Dennis, E., eds) Plenum Publishing Corp., New York, in press
56. Tang, M. S., Copeland, R. A., and Penning, T. M. (1997) Biochemistry 36, 7527-7534
57. Lanzo, C. A., Beechem, J., Talley, J., and Marnett, L. J. (1998) Biochemistry 37, 217-226
58. DuBois, R. N., Abramson, S. B., Crofford, L., Gupta, R. A., Simon, L. S., Van de Putte, B. A., and Lipsky, P. E. (1998) FASEB J. 12, 1063-1073