Inhibition of cathepsin K by nitric oxide donors: Evidence for the formation of mixed disulfides and a sulfenic acid

Biochemistry

Volumn 38, Issue 41, 1999, Pages 13574-13583

  Percival, M David ^a   Ouellet, Marc ^a   Campagnolo, Christine ^a   Claveau, David ^a   Li, Chun ^a  

^a MERCK FROSST CENTRE FOR THERAPEUTIC RESEARCH   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

CATHEPSIN K; DISULFIDE; N ACETYLPENICILLAMINE; NITRIC OXIDE DONOR; S NITROSOGLUTATHIONE; SULFENIC ACID DERIVATIVE;

ANIMAL CELL; ARTICLE; ENZYME ACTIVITY; ENZYME ANALYSIS; ENZYME INACTIVATION; ENZYME INHIBITION; NONHUMAN; OSTEOLYSIS; PRIORITY JOURNAL;

ANIMALS; CATALYSIS; CATHEPSINS; CHO CELLS; CRICETINAE; DISULFIDES; DOSE-RESPONSE RELATIONSHIP, DRUG; ENZYME ACTIVATION; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; GLUTATHIONE; HUMANS; HYDROGEN-ION CONCENTRATION; MOLSIDOMINE; NITRIC OXIDE DONORS; NITROPRUSSIDE; NITROSO COMPOUNDS; PENICILLAMINE; PROTEASE INHIBITORS; S-NITROSO-N-ACETYLPENICILLAMINE; S-NITROSOGLUTATHIONE; SULFENIC ACIDS; TIME FACTORS;

ANIMALIA; CRICETINAE; CRICETULUS GRISEUS;

EID: 0033550050     PISSN: 00062960     EISSN: None     Source Type: Journal    
DOI: 10.1021/bi991028u     Document Type: Article

References (58)

1. Bossard, M. J., Tomaszek, T. A., Thompson, S. K., Amegadzie, B. Y., Hanning, C. R., Jones, C., Kurdyla, J. T., McNulty, D. E., Drake, F. H., Gowen, M., and Levy, M. A. (1996) J. Biol. Chem. 271, 12517-12524.
2. Bromme, D., Okamoto, K., Wang, B. B., and Biroc, S. (1996) J. Biol. Chem. 271, 2126-2132.
3. Yamaza, T., Goto, T., Kamiya, T., Kobayashi, Y., Sakai, H., and Tanaka, T. (1998) Bone 23, 499-509.
4. Garnero, P., Borel, O., Byrjalsen, I., Ferreras, M., Drake, F. H., McQueney, M. S., Foged, N. T., Delmas, P. D., and Delaisse, J. M. (1998) J. Biol. Chem. 273, 32347-32352.
5. Saftig, P., Hunziker, E., Wehmeyer, O., Jones, S., Boyde, A., Rommerskirch, W., Moritz, J. D., Schu, P., and von Figura, K. (1998) Proc. Natl. Acad. Sci. U.S.A. 95, 13453-13458.
6. Gelb, B. D., Shi, G. P., Chapman, H. A., and Desnick, R. J. (1996) Science 273, 1236-1238.
7. Thompson, S. K., Smith, W. W., Zhao, B., Halbert, S. M., Tomaszek, T. A., Tew, D. G., Levy, M. A., Janson, C. A., Dalessio, K. J., McQueney, M. S., Kurdyla, J., Jones, C. S., DesJarlais, R. L., Abdel-Meguid, S. S., and Veber, D. F. (1998) J. Med. Chem. 41, 3923-3927.
8. Hall, T. J., and Chambers, T. J. (1996) Inflam. Res. 45, 1-9.
9. Ralston, S. H. (1997) Br. J. Rheumatol. 36, 831-838.
10. Silverton, S. F., Adebanjo, O. A., Moonga, B. S., Awumey, E. M., Malinski, T., and Zaidi, M. (1999) Biochem. Biophys. Res. Commun. 259, 73-77.
11. Hughes, F. J., Buttery, L. D., Hukkanen, M. V., O'Donnell, A., Maclouf, J., and Polak, J. M. (1999) J. Biol. Chem. 274, 1776-1782.
12. Mancini, L., Moradi-Bidhendi, N., Brandi, M. L., and MacIntyre, I. (1998) Biochem. Biophys. Res. Commun. 243, 785-790.
13. Stamler, J. S. (1995) Curr. Top. Microbiol. Immunol. 196,19-36.
14. Jia, L., Bonaventura, C., Bonaventura, J., and Stamler, J. S. (1996) Nature 380, 221-226.
15. Stamler, J. S. (1994) Cell 78, 931-936.
16. Stamler, J. S., and Hausladen, A. (1998) Nat. Struct. Biol. 5, 247-249.
17. Kroncke, K. D., Fehsel, K., and Kolb-Bachofen, V. (1997) Nitric Oxide 1, 107-120.
18. Mohr, S., Stamler, J. S., and Brune, B. J. (1996) J. Biol. Chem. 271, 4209-4214.
19. Li, J., Billiar, T. R., Talanian, R. V., and Kim, Y. M. (1997) Biochem. Biophys. Res. Commun. 240, 419-424.
20. Michetti, M., Salamino, F., Melloni, E., and Pontremoli, S. (1995) Biochem. Biophys. Res. Commun. 207, 1009-1014.
21. So, H. S., Park, R. K., Kim, M. S., Lee, S. R., Jung, B. H., Chung, S. Y., Jun, C. D., and Chung, H. T. (1998) Biochem. Biophys. Res. Commun. 247, 809-813.
22. Mathews, W. R., and Kerr, S. W. (1993) J. Pharmacol. Exp. Ther. 267, 1529-1537.
23. Linnevers, C. J., McGrath, M. E., Armstrong, R., Mistry, F. R., Barnes, M. G., Klaus, J. L., Palmer, J. T., Katz, B. A., and Bromme, D. (1997) Protein Sci. 6, 919-921.
24. Morrison, J. F., and Walsh, C. T. (1988) Adv. Enzymol. Relat. Areas Mol. Biol. 201-301.
25. Gergel, D., and Cederbaum, A. I. (1997) Arch. Biochem. Biophys. 347, 282-288.
26. Saville, B. (1958) Analyst 83, 670-672.
27. Feelisch, M., and Stamler, J. S. (1996) in Methods in Nitric Oxide Research (Stamler, J. S., and Freelisch, M., Eds.) pp 71-115, John Wiley and Sons, New York.
28. Stamler, J. S., Simon, D. I., Osborne, J. A., Mullins, M. E., Jaraki, O., Michel, T., Singel, D. J., and Loscalzo, J. (1992) Proc. Natl. Acad. Sci. U.S.A. 89, 444-448.
29. Arnelle, D. R., and Stamler, J. S. (1995) Arch. Biochem. Biophys. 318, 279-285.
30. Stamler, J. S., and Freelisch, M. (1996) in Methods in Nitric Oxide Research (Stamler, J. S., and Freelisch, M., Eds.) pp 521-539, John Wiley and Sons, New York.
31. Turk, B., Dolenc, I., Zerovnik, E., Turk, D., Gubensek, F., and Turk, V. (1994) Biochemistry 33, 14800-14806.
32. Wang, B., Shi, G. P., Yao, P. M., Li, Z., Chapman, H. A., and Bromme, D. (1998) J. Biol. Chem. 273, 32000-32008.
33. Kato, M., et al. (1995) Bioorg. Med. Chem. Lett. 6, 33-38.
34. Wink, D. A., Beckman, J. S., and Ford, P. C. (1996) In Methods in Nitric Oxide Research (Stamler, J. S., and Freelisch, M., Eds.) pp 29-37, John Wiley and Sons, New York.
35. Kharitonov, V. G., Sundquist, A. R., and Sharma, V. S. (1995) J. Biol. Chem. 270, 28145-28164.
36. Gow, A. J., Buerk, D. G., and Ischiropoulos, H. (1997) J. Biol. Chem. 272, 2841 -2845.
37. McQueney, M. S., Amegadzie, B. Y., D'Alessio, K., Hanning, C. R., McLaughlin, M. M., McNulty, D., Carr, S. A., Ijames, C., Kurdyla, J., and Jones, C. S. (1997) J. Biol. Chem. 272, 13955-13960.
38. Cook, J. A., Kim, S. Y., Teague, D., Krishna, M. C., Pacelli, R., Mitchell, J. B., Vodovotz, Y., Nims, R. W., Christodoulou, D., Miles, A. M., Grisham, M. B., and Wink, D. A. (1996) Anal. Biochem. 238, 150-158.
39. Kim, Y. M., Talanian, R. V., and Billiar, T. R. (1997) J. Biol. Chem. 272, 31138-31148.
40. Guo, Z., Ramirez, J., Li, J., and Wang P. G. (1998) J. Am. Chem. Soc. 120, 3726-3734.
41. Venturini, G., Fioravanti, E., Colasanti, M., Persichini, T., and Ascenzi, P. (1998) Biochem. Mol Biol. Int. 46, 425-428.
42. McGrath, M. E., Klaus, J. L., Barnes, M. G., and Bromme, D. (1997) Nat. Struct. Biol. 4, 105-109.
43. Zhao, B., Janson, C. A., Amegadzie, B. Y., D'Alessio, K., Griffin, C., Hanning, C. R., Jones, C., Kurdyla, J., McQueney, M., Qiu, X., Smith, W. W., and Abdel-Meguid, S. S. (1997) Nat. Struct. Biol. 4, 109-111.
44. Allison, W. S. (1976) Acc. Chem. Res. 9, 293-299.
45. Claiborne, A., Miller, H., Parsonage, D., and Ross, R. P. (1993) FASEB J. 7, 1483-1490.
46. Ellis, H. R., and Poole, L. B. (1997) Biochemistry 36, 15013-15018.
47. Denu, J. M., and Tanner, K. G. (1998) Biochemistry 37, 5633-5642.
48. Radi, R., Beckman, J. S., Bush, K. M., and Freeman, B. A. (1991) J. Biol. Chem. 266, 4244-4250.
49. Mohr, S. S., Stamler, J. S., and Brune, B. (1994) FEBS Lett. 348, 223-227.
50. DeMaster, E. G., Quast, B. J., Redfern, B., and Nagasawa, H. T. (1995) Biochemistry 34, 11494-11499.
51. Becker, K., Savvides, S. N., Keese, M., Schirmer, R. H., and Karplus, P. A. (1998) Nat. Struct. Biol. 5, 267-271.
52. Wong, P. S., Hyun, J., Fukuto, J. M., Shirota, F. N., DeMaster, E. G., Shoeman, D. W., and Nagasawa, H. T. (1998) Biochemistry 37, 5362-5371.
53. Bromme, D., Bonneau, P. R., Purisima, E., Lachance, P., Hajnik, S., Thomas, D. Y., and Storer, A. C. (1996) Biochemistry 35, 3970-3979.
54. Padgett, C. M., and Whorton, A. R. (1998) Arch. Biochem. Biophys. 358, 232-242.
55. Lee, S. R., Kwon, K. S., Kim, S. R., and Rhee, S. G. (1998) J. Biol. Chem. 273, 15366-15372.
56. Lin, W. S., Armstrong, D. A., and Gaucher, G. M. (1975) Can. J. Biochem. 53, 298-307.
57. Miller, H., and Claiborne, A. (1991) J. Biol. Chem. 266, 19342-19350.
58. Mohr, S., Hallak, H., de Boitte, A., Lapetina, E. G., and Brüne, B. (1999) J. Biol. Chem. 274, 9427-9430.