Histidine 386 and Its Role in Cyclooxygenase and Peroxidase Catalysis by Prostaglandin-endoperoxide H Synthases

Journal of Biological Chemistry

Volumn 278, Issue 46, 2003, Pages 46163-46170

  Seibold, Steve A ^b,c   Ball, Terry ^b   Hsi, Linda C ^b   Mills, Denise A ^b   Abeysinghe, Rajeewa D ^b   Micielli, Renee ^b   Rieke, Caroline Jill ^a,b   Cukier, Robert I ^c   Smith, William L ^a,b  

^a UNIVERSITY OF MICHIGAN MEDICAL SCHOOL   (United States)

^b Michigan State University   (United States)

^c MICHIGAN STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BIOCHEMISTRY; HYDROGEN BONDS; MOLECULAR DYNAMICS; MOLECULAR STRUCTURE; MUTAGENESIS; OXIDATION;

PROXIMAL LIGANDS;

ENZYMES;

ALANINE; ARACHIDONIC ACID; HELIX LOOP HELIX PROTEIN; HEME; HISTIDINE; HYDROPEROXIDE; LINOLEIC ACID; MUTANT PROTEIN; OXYGEN; PEROXIDASE; PROSTAGLANDIN G2; PROSTAGLANDIN SYNTHASE; PROSTAGLANDIN SYNTHASE INHIBITOR; TYROSINE;

AMINO ACID SUBSTITUTION; ARTICLE; BINDING AFFINITY; ENZYME ACTIVE SITE; ENZYME ACTIVITY; ENZYME MECHANISM; ENZYME METABOLISM; ENZYME STABILITY; ENZYME STRUCTURE; HYDROGEN BOND; MOLECULAR DYNAMICS; PRIORITY JOURNAL; PROTEIN PROTEIN INTERACTION; SIMULATION;

ANIMALS; BINDING SITES; CATALYSIS; COS CELLS; CRYSTALLOGRAPHY, X-RAY; CYCLOOXYGENASE 1; EICOSANOIDS; HEME; HISTIDINE; ISOENZYMES; LIGANDS; LINOLEIC ACID; MICROSOMES; MODELS, CHEMICAL; MUTATION; OXYGEN; PEROXIDASE; PLASMIDS; PROSTAGLANDIN-ENDOPEROXIDE SYNTHASES; PROSTAGLANDINS; PROTEIN BINDING; PROTEIN STRUCTURE, TERTIARY; SHEEP; TIME FACTORS; TRANSFECTION; TYROSINE; ULTRAVIOLET RAYS;

OVIS;

EID: 0242664180     PISSN: 00219258     EISSN: None     Source Type: Journal    
DOI: 10.1074/jbc.M306319200     Document Type: Article

References (67)

1. Marnett, L. J., Rowlinson, S. W., Goodwin, D. C., Kalgutkar, A. S., and Lanzo, C. A. (1999) J. Biol. Chem. 274, 22903-22906
2. Smith, W. L., DeWitt, D. L., and Garavito, R. M. (2000) Annu. Rev. Biochem. 69, 149-182
3. van der Donk, W. A., Tsai, A.-L., and Kulmacz, R. J. (2002) Biochemistry 41, 15451-15458
4. Taniura, S., Kamitani, H., Watanabe, T., and Eling, T. E. (2002) J. Biol. Chem. 277, 16823-16830
5. Hwang, D. (2001) FASEB J. 15, 2556-2564
6. Picot, D., Loll, P. J., and Garavito, M. (1994) Nature 367, 243-249
7. 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
8. Luong, C., Miler, A., Barnett, J., Chow, J., Ramesha, C., and Browner, M. F. (1996) Nat. Struct. Biol. 3, 927-933
9. DeWitt, D. L. (1999) Mol. Pharmacol. 55, 625-631
10. Marnett, L. J., and Kalgutkar, A. S. (1999) Trends Pharmacol. Sci. 20, 465-469
11. Kozak, K. R., Prusakiewicz, J. J., Rowlinson, S. W., Schneider, C., and Marnett, L. J. (2001) J. Biol. Chem. 276, 30072-30077
12. Smith, W. L., and DeWitt, D. L. (1996) Adv. Immunol. 62, 167-215
13. Hamberg, M., and Samuelsson, B. (1967) J. Biol. Chem. 242, 5336-5343
14. Tsai, A.-L., Kulmacz, R. J., and Palmer, G. (1995) J. Biol. Chem. 270, 10503-10508
15. Schneider, C., and Brash, A. R. (2000) J. Biol. Chem. 275, 4743-4746
16. Tsai, A.-L., Palmer, G., Wu, W., Peng, S., Okeley, N. M., van der Donk, W. A., and Kulmacz, R. J. (2002) J. Biol. Chem. 277, 38311-38321
17. Shimokawa, T., Kulmacz, R. J., DeWitt, D. L., and Smith, W. L. (1990) J. Biol. Chem. 265, 20073-20076
18. Goodwin, D. C., Gunther, M. R., Hsi, L. C., Crews, B. C., Eling, T. E., Mason, R. P., and Marnett, L. J. (1998) J. Biol. Chem. 273, 8903-8909
19. Dietz, R., Nastainczyk, W., and Ruf, H. H. (1988) Eur. J. Biochem. 171, 321-328
20. Wei, C., Kulmacz, R. J., and Tsai, A.-L. (1995) Biochemistry 34, 8499-8512
21. Song, I., Ball, T. M., and Smith, W. L. (2001) Biochem. Biophys. Res. Commun. 289, 869-875
22. Shimokawa, T., and Smith, W. L. (1991) J. Biol. Chem. 266, 6168-6173
23. Strieder, S., Schaible, K., Scherer, H. J., Dietz, R., and Ruf, H. H. (1992) J. Biol. Chem. 267, 13870-13878
24. Odenwaller, R., Maddipati, K. R., and Marnett, L. J. (1992) J. Biol. Chem. 267, 13863-13869
25. Goodwin, D. C., Rowlinson, S. W., and Marnett, L. J. (2000) Biochemistry 39, 5422-5432
26. Spencer, A. G., Thuresson, E. A., Otto, J. C., Song, I., Smith, T., DeWitt, D. L., Garavito, R. M., and Smith, W. L. (1999) J. Biol. Chem. 274, 32936-32942
27. Smith, T., Leipprandt, J., and DeWitt, D. L. (2000) Arch. Biochem. Biophys. 375, 195-200
28. Laneuville, O., Breuer, D. K., Dewitt, D. L., Hla, T., Funk, C. D., and Smith, W. L. (1994) J. Pharmacol. Exp. Ther. 271, 927-934
29. Lecomte, M., Laneuville, O., Ji, C., DeWitt, D. L., and Smith, W. L. (1994) J. Biol. Chem. 269, 13207-13215
30. Marnett, L. J., Chen, Y. N., Maddipati, K. R., Ple, P., and Labeque, R. (1988) J. Biol. Chem. 263, 16532-16535
31. Hemler, M., Lands, W. E. M., and Smith, W. L. (1976) J. Biol. Chem. 251, 5575-5581
32. Barnett, J., Chow, J., Ives, D., Chiou, M., Mackenzie, R., Osen, E., Nguyen, B., Tsing, S., Bach, C., and Freire, J. (1994) Biochim. Biophys. Acta 1209, 130-139
33. Otto, J. C., and Smith, W. L. (1994) J. Biol. Chem. 269, 19868-19875
34. Hsi, L. C., Hoganson, C. W., Babcock, G. T., and Smith, W. L. (1994) Biochem. Biophys. Res. Commun. 202, 1592-1598
35. Loll, P. J., Sharkey, C. T., O'Connor, S. J., Dooley, C. M., O'Brien, E., Devocelle, M., Nolan, K. B., Selinksy, B. S., and Fitzgerald, D. J. (2001) Mol. Pharmacol. 60, 1407-1413
36. Case, D. A., Pearlman, D. A., Caldwell, J. W., Cheatham, T. E., III, Wang, J., Ross, W. S., Simmerling, C. L., Darden, T. A., Mertz, K. M., Stanton, R. V., Cheng, A. L., Vicent, J. J., Crowley, M., Tsue, V., Gohlke, H., Radmer, R., Duan, Y., Pitera, J., Massova, I., Seibel, G. L., Singh, C., Weiner, P., and Kollman, P. A. (2002) AMBER Simulation Software Package, Version 7, University of California, San Francisco T. A.K. M.
37. Schafmeister, C. E. A. F., Ross, W. S., and Romanovski, V. (1995) LEAP Software Package, University of California, San Francisco
38. Giammona, D. A. (1994) University of California, Davis, CA
39. Ryckaert, J. P., Ciccotti, G., and Berendsen, H. J. C. (1977) J. Computat. Phys. 23, 327-341
40. Berendsen, H. J. C., Postma, J. P. M., Gunsteren, W. F., DiNola, A., and Haak, J. R. (1984) J. Chem. Phys. 81, 3684-3690
41. Essmann, U., Perera, L., Berkowitz, M. L., Darden, T., Lee, H., and Pedersen, G. L. (1995) J. Chem. Phys. 103, 8577-8583
42. Thuresson, E. D., Lakkides, K. M., Rieke, C. J., Sun, Y., Wingerd, B. A., Micielli, R., Mulichak, A. M., Malkowski, M. G., Garavito, R. M., and Smith, W. L. (2001) J. Biol. Chem. 276, 10347-10357
43. Hemler, M. E., and Lands, W. E. M. (1980) J. Biol. Chem. 255, 6253-6261
44. Smith, W. L., and Lands, W. E. M. (1972) Biochemistry 11, 3276-3282
45. 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
46. Malkowski, M. G., Thuresson, E. D., Lakkides, K. M., Rieke, C. J., Micielli, R., Smith, W. L., and Garavito, R. M. (2001) J. Biol. Chem. 276, 37547-37555
47. Mizuno, K., Yamamoto, S., and Lands, W. E. M. (1982) Prostaglandins 23, 743-757
48. Newmyer, S. L., Sun, J., Loehr, T. M., and Ortiz de Montellano, P. R. (1996) Biochemistry 35, 12788-12795
49. Hirst, J., Wilcox, S., Ai, J., Moenne-Loccoz, P., Loehr, T., and Goodin, D. (2001) Biochemistry 40, 1274-1283
50. Ueno, R., Shimizu, T., Kondo, K., and Hayaishi, O. (1982) J. Biol. Chem. 257, 5584-5588
51. Bakovic, M., and Dunford, H. B. (1996) J. Biol. Chem. 271, 2048-2056
52. Lu, G., Tsai, A.-L., Van Wart, H. E., and Kulmacz, R. J. (1999) J. Biol. Chem. 274, 16162-16167
53. Seibold, S. A., Cerda, J. F., Mulichak, A. M., Song, I., Garavito, R. M., Arakawa, T., Smith, W. L., and Babcock, G. T. (2000) Biochemistry 39, 6616-6624
54. Cukier, R. I., and Seibold, S. A. (2002) J. Phys. Chem. B 106, 12031-12044
55. Zou, J., Neumann, N. F., Holland, J. W., Belosevic, M., Cunningham, C., Secombes, C. J., and Rowley, A. F. (1999) Biochem. J. 340, 153-159
56. Koljak, R., Jarving, I., Kurg, R., Boeglin, W. E., Varvas, K., Valmsen, K., Ustav, M., Brash, A. R., and Samel, N. (2001) J. Biol. Chem. 276, 7033-7040
57. Presta, L. G., and Rose, G. D. (1988) Science 240, 1632-1641
58. Munoz, V., and Serrano, L. (1995) Curr. Opin. Biotechnol. 6, 382-386
59. Sancho, J., Serrano, L., and Fersht, A. R. (1992) Biochemistry 31, 2253-2258
60. Smulevich, G. (1998) Biospectroscopy 4, 3-17
61. Blair-Johnson, M., Fiedler, T., and Fenna, R. (2001) Biochemistry 40, 13990-13997
62. Deinum, G., Stone, J., Babcock, G., and Marletta, M. (1996) Biochemistry 35, 1540-1547
63. Tamura, K., Nakarmura, H., Tanaka, Y., Oue, O., Tsukarnoto, K., Nomura, M., Tsuchiya, T., Adachi, S., Takahashi, S., Iizuka, T., and Shiro, Y. (1996) J. Am. Chem. Soc. 118, 9434-9435
64. Schelvis, J. P. M., Seibold, S. A., Cerda, J. F., Garavito, R. M., and Babcock, G. T. (2000) J. Phys. Chem. B 104, 10844-10850
65. Poulos, T. L. (1996) J. Inorg. Biochem. 1, 356-359
66. Poulos, T. L., Hunter, C. L., Lloyd, E., Eltis, L. D., Rafferty, S. P., Lee, H., Smith, M., and Mauk, A. G. (1997) Biochemistry 36, 1010-1017
67. Malkowski, M. G., Ginell, S., Smith, W. L., and Garavito, R. M. (2000) Science 289, 1933-1937