Peroxidase activity in prostaglandin endoperoxide H synthase-1 occurs with a neutral histidine proximal heme ligand

Biochemistry

Volumn 39, Issue 22, 2000, Pages 6616-6624

  Seibold, Steve A ^a,b   Cerda, Jose F ^a   Mulichak, Anne M ^b   Song, Inseok ^c   Garavito, R Michael ^b   Arakawa, Toshiya ^d   Smith, William L ^b   Babcock, Gerald T ^a  

^a MICHIGAN STATE UNIVERSITY   (United States)

^b Michigan State University   (United States)

^c University of Seoul   (South Korea)

^d NONE

Author keywords

[No Author keywords available]

Indexed keywords

ALANINE; ARACHIDONIC ACID; FERRIC ION; FERROCYANIDE; HEME DERIVATIVE; HISTIDINE; MUTANT PROTEIN; PEROXIDASE; PROSTAGLANDIN H2; PROSTAGLANDIN SYNTHASE; THROMBOXANE; TYROSINE;

AMINO ACID SUBSTITUTION; ARTICLE; CATALYSIS; CRYSTAL STRUCTURE; ENZYME ACTIVITY; HYDROGEN BOND; PRIORITY JOURNAL; PROSTAGLANDIN SYNTHESIS; RAMAN SPECTROMETRY; SITE DIRECTED MUTAGENESIS; X RAY CRYSTALLOGRAPHY;

ANIMALS; CRYSTALLOGRAPHY, X-RAY; CYCLOOXYGENASE 1; HEME; HISTIDINE; HYDROGEN BONDING; IRON; ISOENZYMES; MODELS, MOLECULAR; MUTAGENESIS, SITE-DIRECTED; PEROXIDASES; PROSTAGLANDIN-ENDOPEROXIDE SYNTHASES; SHEEP; SPECTROPHOTOMETRY; SPECTRUM ANALYSIS, RAMAN; WATER;

OVIS;

EID: 0034612239     PISSN: 00062960     EISSN: None     Source Type: Journal    
DOI: 10.1021/bi0002333     Document Type: Article

References (75)

1. Smith, W. L., and DeWitt, D. L. (1996) in Advances in Immunology (Dixon, F. J., Ed.) Vol. 62, pp 167-215, Academic Press, San Diego, CA.
2. Smith, W. L., Garavito, R. M., and DeWitt, D. L. (1996) J. Biol. Chem. 271, 33157-33160.
3. Marnett, L. J., Rowlinson, S. W., Goodwin, D. C., Kalgutkar, A. S., and Lanzo, C. A. (1999) J. Biol. Chem. 274, 22903-22906.
4. Smith, W. L., Garavito, R. M., and DeWitt, D. L. (2000) Annu. Rev. Biochem. (in press).
5. Marshall, P. J., and Kulmacz, R. J. (1988) Arch. Biochem. Biophys. 266, 162-170.
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. Tsai, A., Wu, G., Palmer, G., Bambai, B., Koehn, J. A., Marshall, P. J., and Kulmacz, R. J. (1999) J. Biol. Chem. 274, 21695-21700.
12. Lambeir, A. M., Markey, C. M., Dunford, H. B., and Marnett, L. J. (1985) J. Biol. Chem. 260, 14894-14896.
13. Karthein, R., Dietz, R., Nastainczyk, W., and Ruf, H. H. (1988) Eur. J. Biochem. 171, 313-320.
14. Dietz, R., Nastainczyk, W., and Ruf, H. H. (1988) Eur. J. Biochem. 171, 321-328.
15. Koshkin, V., and Duntord, H. B. (1999) Biochim. Biophys. Acta 1430, 341-348.
16. Mizuno, K., Yamamoto, S., and Lands, W. E. M. (1982) Prostaglandins 23, 743-757.
17. Polulos, T. L. (1987) Adv. Inorg. Biochem. 7, 1.
18. Dawson, J. H. (1988) Science 240, 433-439.
19. Poulos, T. L. (1996) J. Biol. Inorg. Chem. 1, 356-359.
20. Choudhury, K., Sundaramoorthy, M., Hickman, A., Yonetani, T., Woehl, E., Dunn, M. F., Poulos, T. L. (1994) J. Biol. Chem. 269, 20239-20249.
21. Goodin, D. B. (1996) J. Biol. Inorg. Chem. 1, 360-363.
22. Smulevich, G. (1998) Biospectroscopy 4 (5), 3-17.
23. Franzen, S., Roach, M. P., Chen, Y.-P., Dyer, B., Woodruff, W. H., and Dawson, J. H. (1998) J. Am. Chem. Soc. 120, 4658-4661.
24. Yi, X., Mroczko, M., Manoj, K., Wang, X., and Hager, L. (1999) Proc. Natl. Acad. Sci. U.S.A. 96, 12412-12417.
25. Kulmacz, R. J., Tsai, A. L., and Palmer, G. (1987) J. Biol. Chem. 262, 10524-10531.
26. Gaspard, S., Chottard, G., Mahy, J. P., and Mansuy, D. (1996) Eur. J. Biochem. 238, 529-537.
27. Harlan, J. E., Picot, D., Loll, P. J., and Garavito, R. M. (1995) Anal. Biochem. 224 (2), 557-563.
28. Kulmacz, R. J., and Lands, W. E. M. (1987) in Prostaglandins and Related Substances: A Practical Approach (Benedetto, C., MacDonald-Gibson, R. G., Nigam, S., and Slater, T. E., eds) pp 209-227, IRL Press, Washington, D. C.
29. Otto, J. C., and Smith, W. L. (1994) J. Biol. Chem. 269, 19868-19875.
30. 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.
31. Spencer, A. G., Woods, J. W., Arakawa, T., Singer, I. I., and Smith, W. L. (1998) J. Biol. Chem. 273, 9886-9893.
32. Rieke, C. J., Mulichak, A. M., Garavito, R. M., and Smith, W. L. (1999) J. Biol. Chem. 274, 17109-17114.
33. Finzel, B. C., Poulos, T. L., and Kraut, J. (1984) J. Biol. Chem. 250, 13027-13036.
34. Smulevich, G., Mauro, J. M., Fishel, L. A., English, A. M., Kraut, J., and Spiro, T. G. (1988) Biochemistry 27, 5477-5485.
35. Zeng, J., and Fenna, R. E. (1992) Arch. Biochem. Biophys. 316, 653-665.
36. Poulos, T. L., Edwards, S. L., Wariishi, H., and Gold, M. H. (1993) J. Biol. Chem. 268, 4429-4440.
37. Ferrer, J. C., Turano, P., Banci, L., Bertini, I., Morris, I. K., Smith. K. M., Smith, M., and Mauk, A. G. (1994) Biochemistry 33, 7819-7829.
38. Gajhede, J., Schuller, A., Henriksen, A., Smith, A. T., and Poulos (1997) Nat. Struct. Biol. 4, 1032-1038.
39. Van Der Ouderaa, F. J., Buytenhek, M., Slikkerveer, F. J., and Van Dorp, D. A. (1979) Biochim. Biophys. Acta 572, 29-42.
40. Kulmacz, R. J., and Lands, W. E. M. (1984) J. Biol. Chem. 259, 6358-6363.
41. Kulmacz, R. J., and Lands, W. E. M. (1987) in Prostaglandins and related Substances: A Practical approach (Benedetto, C., MacDonald-Gibson, R. G., Nigam, S., and Slater, T. E., Eds.) pp 209-227, IRL Press, Washington DC.
42. Hauksson, J. B., La Mar, G. N., Pande, U., Pandey, R. K., Parish, D. W., Singh, J. P., and Smith, K. M. (1990) Biochim Biophys. Acta. 1041 (2), 94-186.
43. Deinum, G., Stone, J. R., Babcock, G. T., and Marietta, M. A. (1996) Biochemistry 35, 1540-1557.
44. Tsai, Ah-Lim., Kulmacz, R. J., Wang, J.-S., Wang, Y., Van Wart., H. E., and Palmer, G. (1993) J. Biol. Chem. 268, 8554-8563.
45. López-Garriga, J. J., Oertling, A., Kean, R. T., Hoogland, H., Wever, R., and Babcock, G. T. (1990) Biochemistry 29, 9387-9395.
46. Kitagawa, T. (1988) in Biological Applications of Raman Spectroscopy (Spiro, T. G., Ed.) Vol. 3, pp 97-131, Wiley Press, New York.
47. Smulevich G., Hu, S., Rodgers, K. R., Goodin, D. B., Smith, K. M., and Spiro, T. G. (1996) Biospectroscopy 2, 365-376.
48. Van Steelandt-Frentrup, J., Salmeen, I., and Babcock, G. T. (1981) J. Am. Chem. Soc. 103, 5981-5982.
49. Lauraeus, M., Wikstrom, M., Varotsis, C., Tecklenburg, M. J., and Babcock, G. T. (1992) Biochemistry 31, 10054-10060.
50. Oertling, W. A., Surerus, K. K., Einarsdottir, O., Fee, J. A., Dyer, B. R., and Woodruff, W. H. (1994) Biochemistry 33, 3128-3141.
51. Yu, N.-T., and Kerr, E. A. (1988) in Biological Applications of Raman Spectroscopy (Spiro, T. G., Ed.) Vol. 3, pp 39-93, Wiley Press, New York.
52. Ray, G. B., Li, X.-Y., Iberg, J. A., Sesseler, J. L., and Spiro, T. G. (1994) J. Am. Chem. Soc. 116, 162-176.
53. Wang, J., Stuehr, D., and Rousseau, D. (1997) Biochemistry 36, 4595-4606.
54. Shimokawa, T., and Smith, W. L. (1991) J. Biol. Chem. 266, 6168-6173.
55. Sinclair, R., Hallam, S., Chen, M., Chance, B., and Powers, L. (1996) Biochemistry 35, 15120-15128.
56. Babcock, G. T., Salmeen, I., Callahan, P., and Ondrias, M. (1981) Biochemistry 20, 959-966.
57. Sitter, A. J., Reczek, C. M., and Terner, J. (1985) Biochim. Biophys. Acta. 828, 229-235.
58. Mino, Y., Wariishi, H., Blackburn, N. J., Loehr, T. M., and Gold, M. H. (1988) J. Biol. Chem. 263, 7029-7036.
59. Smulevich, G., Wang, Y., Mauro, J. M., Wang, J., Fishel, L. A., Kraut, J., and Spiro, T. G. (1990) Biochemistry 29, 7174-7180.
60. Wang, J., Mauro, J. M., Edwards, S. L., Oatley, S. L., Fishel, L. A., Ashford, V. A., Xuong, N.-H., and Kraut, J. (1990) Biochemistry 29, 7160-7173.
61. Smulevich, G., Neri, F., Marzocchi, P., and Welinder, K. G. (1996) Biochemistry 35, 10576-10585.
62. Gersonde, K., Yu, N.-T., Ellen, K. A., Smith, K. M., and Parish, W. D. (1987) J. Mol. Biol. 194, 545-556.
63. Han, S., Madden, J. F., Siegel, L. M., and Spiro, T. G. (1989) Biochemistry 28, 5477-5485.
64. Nissum, M., Neri, F., Mandelman, D., Poulos, T. L., and Smulevich, G. (1998) Biochemistry 37, 8080-8087.
65. W.-J., Heldt, J., Smulevich, G., Feis, A., Focardi, C., Tams, J., and Welinder, G. K. (1994) Biochemistry 33, 15425-15432.
66. Smulevich, G., Mauro, J. M., Fishel, L. A., English, A. M., Kraut, J., and Spiro, T. (1988) Biochemistry 27, 5486-5492.
67. Smulevich, G., Dvangelista-Kirkup, R., English, A. M., and Spiro, T. G. (1986) Biochemistry 25, 4426-4430.
68. Hashimoto, S., Tatsuno, Y., and Kitagawa, T. (1986) Proc. Natl. Acad. Sci. U.S.A. 83, 2417-2421.
69. Goodin, D. B., and McRee, D. E. (1993) Biochemistry 32, 3313-3324.
70. Landino, L. M., Crews, B. C., Gierse, J. K., Hauser, D. D., and Marnett, L. J. (1997) J. Biol. Chem. 272, 21565-21574.
71. Rakshit, G., and Spiro, T. G. (1974) Biochemistry 26, 5317-5323.
72. Manthey, J. A., Boldt, N. J., Bocian, D. F., and Chan, S. I. (1986) J. Biol Chem. 261, 6734-6741.
73. Choi, S., Spiro, T. G., Langry, K. G., Smith, K. M., Budd, D. L., and La Mar, G. N. (1982) J. Am. Chem. Soc. 104, 4345-4351.
74. Callahan, P. M., and Babcock, G. T. (1981) Biochemistry 20, 952-958.
75. Chuang Van Wart, H. E. (1989) J. Biol. Chem. 264, 14201-14215.