Inhibition of papain by S-Nitrosothiols: Formation of mixed disulfides

Journal of Biological Chemistry

Volumn 275, Issue 27, 2000, Pages 20467-20473

  Xian, Ming ^a   Chen, Xinchao ^a   Liu, Ziye ^a   Wang, Kun ^a   Wang, Peng George ^a  

^a WAYNE STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ENZYME INHIBITOR; NITROSO DERIVATIVE; PAPAIN; THIOL DERIVATIVE;

ARTICLE; COMPLEX FORMATION; DISULFIDE BOND; ENZYME INHIBITOR INTERACTION; INHIBITION KINETICS; MOLECULAR INTERACTION; NONHUMAN; PHYTOCHEMISTRY; PRIORITY JOURNAL;

BINDING SITES; CYSTEINE; DISULFIDES; DITHIOTHREITOL; ENZYME ACTIVATION; ENZYME INHIBITORS; FLUORESCENT DYES; GLUTATHIONE; KINETICS; MERCAPTOETHANOL; MOLECULAR STRUCTURE; NITRIC OXIDE; NITROSO COMPOUNDS; PAPAIN; S-NITROSOGLUTATHIONE; S-NITROSOTHIOLS; SPECTROMETRY, FLUORESCENCE; SULFHYDRYL COMPOUNDS;

EID: 0034617146     PISSN: 00219258     EISSN: None     Source Type: Journal    
DOI: 10.1074/jbc.M001054200     Document Type: Article

References (61)

1. Ignarro, L., and Murad, F. (1995) Nitric Oxide: Biochemistry, Molecular Biology, and Therapeutic Implications, Academic Press, Inc., San Diego, CA
2. Lancaster, J. (1996) Nitric Oxide: Principles and Actions, Academic Press, Inc., San Diego, CA
3. Pryor, W. A., and Squadrito, G. L. (1995) Am. J. Physiol. 268, L699-L722
4. Richter-Addo, G. B. (1999) Acc. Chem. Res. 32, 529-536
5. Broillet, M.-C. (1999) Cell. Mol. Life Sci. 55, 1036-1042
6. Gaston, B. (1999) Biochim. Biophys. Acta 1411, 323-333
7. Stamler, J. S., Simon, D. I., Osborn, 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
8. Stamler, J. S., Simon, D. I., Jaraki, O., Osborn, J. A., Francis, S., Mullins, M. E., Singel, D. J., and Loscalzo, J. (1992) Proc. Natl. Acad. Sci. U. S. A. 89, 8087-8091
9. Henderson, S. A., Lee, P. H., Aeberhard, E. E., Adams, J. W., Ignarro, L. J., Murphy, W. J., and Sherman, M. P. (1994) J. Biol. Chem. 269, 25239-25242
10. Mohr, S., Stamler, J. S., and Brune, B. (1994) FEBS Lett. 348, 223-227
11. Sehajpal, P. K., Basu, A., Ogiste, J. S., and Lander, H. M. (1999) Biochemistry 38, 13407-13413
12. Caselli, A., Camici, G., Manao, G., Moneti, G., Pazzagli, L., Cappugi, G., and Ramponi, G. (1994) J. Biol. Chem. 269, 24878-24882
13. Rossig, L., Fichtischerer, B., Breitechopf, K., Haendeler, J., Zeiher, A. M., Mulsch, A., and Dimmeler, S. (1999) J. Biol. Chem. 274, 6823-6826
14. Percival, M. D., Quellet, M., Campagnolo, C., Claveau, D., and Li, C. (1999) Biochemistry 38, 13574-13583
15. Lowe, G. (1976) Tetrahedron 32, 291-302
16. Fischer, G. (1988) Nat. Prod. Rep. 465-495
17. Otto, H., and Schirmeister, T. (1997) Chem. Rev. 97, 133-171
18. Babine, R. E., and Bender, S. L. (1997) Chem. Rev. 97, 1359-1472
19. Keillor, J. W., and Brown, R. S. (1992) J. Am. Chem. Soc. 114, 7983-7989
20. Hampton, M. B., Fadeel, B., and Orrenius, S. (1998) Ann. N. Y. Acad. Sci. 854, 328-335
21. Meara, J. P., and Rich, D. H. (1996) J. Med. Chem. 39, 3357-3366
22. Guo, Z., Ramirez, J., Li, J., and Wang, P. G. (1998) J. Am. Chem. Soc. 120, 3726-3734
23. Guo, Z., McGill, A., Yu, L., Li, J., Ramirez, J., and Wang, P. G. (1996) Bioorg. Med. Chem. Lett. 6, 573-578
24. Venturini, G., Fioravanti, E., Colasanti, M., Persichini, T., and Ascenzi, P. (1998) Biochem. Mol. Biol. Int. 46, 425-428
25. Arnelle, D. R., and Stamler, J. S. (1995) Arch. Biochem. Biophys. 318, 279-285
26. Padgett, C. M., and Whorton, A. R. (1995) Am. J. Physiol. 269, C739-C749
27. Myers, P. R., Minor, R. L., Jr., Guerra, R., Jr., Bates, J. N., and Harrison, D. G. (1990) Nature 345, 161-163
28. Field, L., Dilts, R. V., Ravichandran, R., Lenhert, P. G., and Carnahan, G. (1978) J. Chem. Soc. Chem. Commun. 249-250
29. Hart, T. W. (1985) Tetrahedron Lett. 2013-2015
30. Loscalzo, J., Smick, D., Andon, N., and Cooke, J. (1989) J. Pharmacol. Exp. Ther. 249, 726-729
31. Ramirez, J., Yu, L., Li, J., Braunschweiger, P. G., and Wang, P. G. (1996) Bioorg. Med. Chem. Lett. 6, 2575-2580
32. Faulstich, H., Tews, P., and Heintz, D. (1993) Anal. Biochem. 208, 357-362
33. Lowry, O. H., Rosebrough, N. J., Farr, A. L., and Randall, R. J. (1951) J. Biol. Chem. 193, 265-275
34. Zhang, H., and Means, G. E. (1996) Anal. Biochem. 237, 141-144
35. Schechter, I., and Berger, A. (1967) Biochem. Biophys. Res. Commun. 27, 157-162
36. Schechter, I., and Berger, A. (1968) Biochem. Biophys. Res. Commun. 32, 898-902
37. Kitz, R., and Wilson, I. B. (1962) J. Biol. Chem. 237, 3245-3250
38. Xian, M., Wang, K., Chen, X., Hou, Y., McGill, A., Chen, X., Zhou, B., Zhang, Z.-Y., Cheng, J.-P., and Wang, P. G. (2000) Biochem. Biophys. Res. Commun. 268, 310-314
39. Stomler, J. S. (1996) Cell 78, 931-936
40. Stamler, J. S. (1995) Curr. Top. Microbiol. Immunol. 196, 19-36
41. Kroncke, K. D., Fehsel, K., and Kolb-Bachofen, V. (1997) Nitric Oxide 1, 107-120
42. Mohr, S., Stamler, J. S., and Brune, B. (1996) J. Biol. Chem. 271, 4209-4214
43. Venturini, G., Colasanti, M., Salvati, L., Gradoni, L., and Ascenzi, P. (2000) Biochem. Biophys. Res. Commun. 267, 190-193
44. 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
45. Li, J., Billiar, T. R., Talanian, R. V., and Kim, Y. M. (1997) Biochem. Biophys. Res. Commun. 240, 419-424
46. Ishii, T., Sunami, O., Nakajima, H., Nishio, H., Takeuchi, T., Hata. F. (1999) Biochem. Pharmacol. 58, 133-143
47. Becker, K., Savvides, S. N., Keese, M., Schirmer, R. H., and Karplus, P. A. (1998) Nat. Struct. Biol. 5, 267-271
48. Wong, P. S.-Y., Hyun, J., Fukuto, J. M., Shirota, F. N., DeMaster, E. G., Shoeman, D. W., and Nagasawa, H. T. (1998) Biochemistry 37, 5362-5371
49. Singh, S. P., Wishnok, J. S., Keshive, M., Deen, W. M., and Tannenbaum, S. R. (1996) Proc. Natl. Acad. Sci. U. S. A. 93, 14428-14433
50. Scorza, G., Pietraforte, D., and Minetti, M. (1997) Free Radic. Biol. Med. 22, 633-642
51. Kashiba-Iwatsuki, M., Kitoh, K., Kasahara, H., Yu, M., Nisikawa, M., Matauo, M., and Inoue, M. (1997) J Biockem. (Tokyo) 122, 1208-1214
52. Kashiba-Iwatsuki, M., Yamaguchi, M., and Inoue, M. (1996) FEBS Lett. 389, 149-152
53. Williams, D. L. H. (1999) Acc. Chem. Res. 32, 869-876
54. Holmes, A. J., and Williams, D. L. H. (1998) Chem. Commun. 1711-1712
55. Meyer, D. J., Kramer, H., Ozer, N., Coles, B., and Ketterer, B. (1994) FEBS Lett. 345, 177-180
56. Barnett, D. J., McAninly, J., and Williams, D. L. H. (1994) J. Chem. Soc. Perkin Trans. I 2, 1131-1133
57. Barnett, D. J., Rios, A., and Williams, D. L. H. (1995) J. Chem. Soc. Perkin Trans. I 2, 1279-1282
58. Ramachandran, N., Jacob, S., Zielinski, B., Curatola, G., Mazzanti, L., and Mutus, B. (1999) Biochim. Biophys. Acta 149-154
59. Mohr, S., Hallak, H., de Boitte, A., Lapetina, E. G., and Brune, B. (1999) J. Biol. Chem. 274, 9427-9430
60. Gaston, B., Reilly, J., Drazen, J. M., Fackler, J., Ramdev, P., Arnelle, D., Mullins, M. E., Sugarbaker, D. J., Chee, C., Singel, D. L., Loscalzo, J., and Stamler, J. S. (1993) Proc. Natl. Acad. Sci. U. S. A. 90, 10957-90961
61. Rawlings, N. J., and Barrett, A. J. (1994) Methods Enzymol. 244, 461-486