Crystallographic studies on endothelial nitric oxide synthase complexed with nitric oxide and mechanism-based inhibitors

Biochemistry

Volumn 40, Issue 18, 2001, Pages 5399-5406

  Li, Huiying ^a   Raman, C S ^a,c   Martásek, Pavel ^b   Masters, Bettie Sue S ^b   Poulos, Thomas L ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b UNIVERSITY OF TEXAS HEALTH SCIENCE CENTER AT SAN ANTONIO   (United States)

^c UNIVERSITY OF TEXAS MEDICAL SCHOOL   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

COMPLEXATION; CRYSTAL STRUCTURE; CRYSTALLOGRAPHY; ENZYME INHIBITION; HYDROGEN BONDS; NITROGEN OXIDES; OXIDATION; PROTONS;

PROTON ABSTRACTION;

BIOCHEMISTRY;

ACETAMIDINE DERIVATIVE; ARGININE; HEME; N [3 (AMINOMETHYL)BENZYL]ACETAMIDINE; N5 (1 IMINOETHYL)ORNITHINE; NITRIC OXIDE; NITRIC OXIDE SYNTHASE; NITRIC OXIDE SYNTHASE INHIBITOR; ORNITHINE DERIVATIVE; OXYGEN; UNCLASSIFIED DRUG;

ARTICLE; CRYSTAL STRUCTURE; CRYSTALLOGRAPHY; ENDOTHELIUM; ENZYME BINDING; HYDROGEN BOND; OXIDATION; PRIORITY JOURNAL; PROTEIN DOMAIN; PROTEIN INTERACTION; STRUCTURE ANALYSIS;

AMIDINES; ANIMALS; BENZYLAMINES; BINDING, COMPETITIVE; CATTLE; CRYSTALLOGRAPHY, X-RAY; ENZYME INHIBITORS; FERROUS COMPOUNDS; HEME; ISOENZYMES; MACROMOLECULAR SUBSTANCES; NITRIC OXIDE; NITRIC OXIDE SYNTHASE; NITRIC OXIDE SYNTHASE TYPE III; ORNITHINE; PROTEIN STRUCTURE, TERTIARY;

EID: 0035826593     PISSN: 00062960     EISSN: None     Source Type: Journal    
DOI: 10.1021/bi002658v     Document Type: Article

References (50)

1. Dinerman, J. L., Lowenstein, C. J., and Snyder, S. H. (1993) Circ. Res. 73, 217-222.
2. Griffith, O. W., and Stuehr, D. J. (1995) Annu. Rev. Physiol. 57, 707-736.
3. Nathan, C. (1997) J. Clin. Invest. 100, 2417-2423.
4. Knowles, R. G., and Moncada, S. (1994) Biochem. J. 298, 249-258.
5. Masters, B. S., McMillan, K., Sheta, E. A., Nishimura, J. S., Roman, L. J., and Martásek, P. (1996) FASEB J. 10, 552-558.
6. Bredt, D. S., Hwang, P. M., Glatt, C. E., Lowenstein, C., Reed, R. R., and Snyder, S. H. (1991) Nature 351, 714-718.
7. Hillier, B. J., Christopherson, K. S., Prehoda, K. E., Bredt, D. S., and Lim, W. A. (1999) Science 284, 812-815.
8. Cho, H. J., Xie, Q. W., Calaycay, J., Mumford, R. A., Swiderek, K. M., Lee, T. D., and Nathan, C. (1992) J. Exp. Med. 176, 599-604.
9. Nishida, C. R., and Ortiz de Montellano, P. R. (1998) J. Biol. Chem. 273, 5566-5571.
10. Crane, B. R., Arvai, A. S., Ghosh, D. K., Wu, C., Getzoff, E. D., Stuehr, D. J., and Tainer, J. A. (1998) Science 279, 2121-2126.
11. Fischmann, T. O., Hruza, A., Niu, X. D., Fossetta, J. D., Lunn, C. A., Dolphin, E., Prongay, A. J., Reichert, P., Lundell, D. J., Narula, S. K., and Patricia, C. W. (1999) Nature Struct. Biol. 6, 233-242.
12. Li, H., Raman, C. S., Glaser, C. B., Blasko, E., Young, T. A., Parkinson, J. F., Whitlow, M., and Poulos, T. L. (1999) J. Biol. Chem. 274, 21276-21284.
13. Raman, C. S., Li, H., Martásek, P., Král, V., Masters, B. S., and Poulos, T. L. (1998) Cell 95, 939-950.
14. Tayeh, M. A., and Marietta, M. A. (1989) J. Biol. Chem. 264, 19654-19658.
15. Vásquez-Vivar, J., Kalyanaraman, B., Martásek, P., Hogg, N., Masters, B. S., Karoui, H., Tordo, P., and Pritchard, K. A. J. (1998) Proc. Natl. Acad. Sci. U.S.A. 95, 9220-9225.
16. Xia, Y., Tsai, A.-L., Berka, V., and Zweier, J. L. (1998) J. Biol. Chem. 273, 25804-25808.
17. Pou, S., Keaton, L., Surichamorn, W., and Rosen, G. M. (1999) J. Biol. Chem. 274, 9573-9580.
18. Rusche, K. M., Spiering, M. M., and Marietta, M. A. (1998) Biochemistry 37, 15503-15512.
19. Bec, N., Gorren, A. C., Voelker, C., Mayer, B., and Lange, R. (1998) J. Biol. Chem. 273, 13502-13508.
20. Hurshman, A. R., Krebs, C., Edmondson, D. E., Huynh, B. H., and Marietta, M. A. (1999) Biochemistry 38, 15689-15696.
21. Olken, N. M., and Marietta, M. A. (1993) Biochemistry 32, 9677-9685.
22. Zhang, H. Q., Dixon, R. P., Marietta, M. A., Nikolic, D., Van Breemen, R., and Silverman, R. B. (1997) J. Am. Chem. Soc. 119, 10888-10902.
23. Fast, W., Nikolic, D., Van Breemen, R. B., and Silverman, R. B. (1999) J. Am. Chem. Soc. 121, 903-916.
24. Abu-Soud, H. M., Wang, J., Rousseau, D. L., Fukuto, J. M., Ignarro, L. J., and Stuehr, D. J. (1995) J. Biol. Chem. 270, 22997-23006.
25. Martásek, P., Liu, Q., Liu, J., Roman, L. J., Gross, S. S., Sessa, W. C., and Masters, B. S. (1996) Biochem. Biophys. Res. Commun. 219, 359-365.
26. Otwinowski, Z., and Minor, W. (1997) Methods Enzymol. 276, 307-326.
27. Brünger, A. T., Adams, P. D., Clore, G. M., DeLano, W. L., Gros, P., Grosse-Kunstleve, R. W., Jiang, J.-S., Kuszewski, J., Nilges, M., Pannu, N. S., Read, R. J., Rice, L. M., Simonson, T., and Warren, G. L. (1998) Acta Crystallogr., Sect. D 54, 905-921.
28. Jones, T. A. (1985) Methods Enzymol. 115, 157-171.
29. Wang, J., Stuehr, D. J., and Rousseau, D. L. (1995) Biochemistry 34, 7080-7087.
30. Abu-Soud, H. M., Rousseau, D. L., and Stuehr, D. J. (1996) J. Biol. Chem. 271, 32515-32518.
31. Abu-Soud, H. M., Ichimori, K., Presta, A., and Stuehr, D. J. (2000) J. Biol. Chem. 275, 17349-17357.
32. Miller, R. T., Martásek, P., Omura, T., and Masters, B. S. S. (1999) Biochem. Biophys. Res. Commun. 265, 184-188.
33. Wang, J., Rousseau, D. L., Abu-Soud, H. M., and Stuehr, D. J. (1994) Proc. Natl. Acad. Sci. U.S.A. 91, 10512-10516.
34. Hurshman, A. R., and Marietta, M. A. (1995) Biochemistry 34, 5627-5634.
35. Abu-Soud, H. M., Wu, C., Ghosh, D. K., and Stuehr, D. J. (1998) Biochemistry 37, 3777-3786.
36. Migita, C. T., Salerno, J. C., Masters, B. S., Martásek, P., McMillan, K., and Ikeda-Saito, M. (1997) Biochemistry 36, 10987-10992.
37. Abu-Soud, H. M., Gachhui, R., Raushel, F. M., and Stuehr, D. J. (1997) J. Biol. Chem. 272, 17349-17353.
38. Schlichting, I., Berendzen, J., Chu, K., Stock, A. M., Maves, S. A., Benson, D. E., Sweet, R. M., Ringe, D., Petsko, G. A., and Sugar, S. G. (2000) Science 287, 1615-1622.
39. Crane, B. R., Arvai, A. S., Ghosh, S., Getzoff, E. D., Stuehr, D. J., and Tainer, J. A. (2000) Biochemistry 39, 4608-4621.
40. Couture, M., Stuehr, D. J., and Rousseau, D. L. (2000) J. Biol. Chem. 275, 3201-3205.
41. Maines, M. D. (1988) FASEB J. 2, 2557-2568.
42. Wilks, A., Torpey, J., and Ortiz de Montellano, P. R. (1994) J. Biol. Chem. 269, 29553-29556.
43. Wilks, A., and Ortiz de Montellano, P. R. (1993) J. Biol. Chem. 268, 22357-22362.
44. Davydov, R. M., Yoshida, T., Ikeda-Saito, M., and Hoffman, B. M. (1999) J. Am. Chem. Soc. 121, 10656-10657.
45. Schuller, D. J., Wilks, A., Ortiz de Montellano, P. R., and Poulos, T. L. (1999) Nat. Struct. Biol. 6, 860-867.
46. Garvey, E. P., Oplinger, J. A., Furfine, E. S., Kiff, R. J., Laszlo, F., Whittle, B. J., and Knowles, R. G. (1997) J. Biol. Chem. 272, 4959-4963.
47. Olken, N. M., Osawa, Y., and Marietta, M. A. (1994) Biochemistry 33, 14784-14791.
48. Olken, N. M., and Marietta, M. A. (1992) J. Med. Chem. 35, 1137-1144.
49. Li, H., Raman, C. S., Martásek, P., Kral, V., Masters, B. S. S., and Poulos, T. L. (2000) J. Inor. Biochem. 81, 133-139.
50. Fast, W., Levsky, M. E., Marietta, M. A., and Silverman, R. B. (1997) Bioorg. Med. Chem. 5, 1601-1608.