A novel antioxidant mechanism of ebselen involving ebselen diselenide, a substrate of mammalian thioredoxin and thioredoxin reductase

Journal of Biological Chemistry

Volumn 277, Issue 42, 2002, Pages 39456-39462

  Zhao, Rong ^a   Holmgren, Arne ^a  

^a KAROLINSKA INSTITUTE   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIOXIDANTS; RATE CONSTANTS; SUBSTRATES;

PHYSIOLOGICAL LEVEL;

BIOCHEMISTRY;

ANTIOXIDANT; EBSELEN; EBSELEN DISELENIDE; GLUTATHIONE; HYDROGEN PEROXIDE; SELENIUM DERIVATIVE; SELENOL; THIOREDOXIN; THIOREDOXIN REDUCTASE; UNCLASSIFIED DRUG;

ARTICLE; ENZYME ACTIVATION; ENZYME ACTIVITY; ENZYME MECHANISM; ENZYME SUBSTRATE COMPLEX; PRIORITY JOURNAL; REACTION ANALYSIS; REACTION TIME; REDUCTION;

ANIMALS; ANTIOXIDANTS; AZOLES; BENZAMIDES; CATTLE; DITHIOTHREITOL; ESCHERICHIA COLI; GLUTATHIONE; HUMANS; HYDROGEN PEROXIDE; KINETICS; MODELS, CHEMICAL; ORGANOSELENIUM COMPOUNDS; PLACENTA; PROTEIN BINDING; SPECTROMETRY, FLUORESCENCE; THIOREDOXIN; THIOREDOXIN REDUCTASE (NADPH); TIME FACTORS;

MAMMALIA;

EID: 0037131424     PISSN: 00219258     EISSN: None     Source Type: Journal    
DOI: 10.1074/jbc.M206452200     Document Type: Article

References (53)

1. Muller, A., Cadenas, E., Graf, P., and Sies, H. (1984) Biochem. Pharmacol. 33, 3235-3239
2. Sies, H. (1993) Free Radic. Biol. Med. 14, 313-323
3. Sies, H. (1994) Methods Enzymol. 234, 476-482
4. Schewe, T. (1995) Gen. Pharmacol. 26, 1153-1169
5. Nakamura, Y., Feng, Q., Kumagai, T., Torikai, K., Ohigashi, H., Osawa, T., Noguchi, N., Niki, E., and Uchida, K. (2002) J. Biol. Chem. 277, 2687-2694
6. Zhang, M., Nomura, A., Uchida, Y., Iijima, H., Sakamoto, T., Iishii, Y., Morishima, Y., Mochizuki, M., Masuyama, K., Hirano, K., and Sekizawa, K. (2002) Free Radic. Biol. Med. 32, 454-464
7. Fischer, H., Terlinden, R., Lohr, J. P., and Romer, A. (1988) Xenobiotica 18, 1347-1359
8. Muller, A., Gabriel, H., Sies, H., Terlinden, R., Fischer, H., and Romer, A. (1988) Biochem. Pharmacol. 37, 1103-1109
9. Sies, H. (1989) in Selenium in Biology and Medicine (Wendel, A., ed), pp. 153-162, Springer-Verlag, Heidelberg
10. Maulik, N., Yoshida, T., and Das, D. K. (1998) Free Radic. Biol. Med. 24, 869-875
11. Dawson, D. A., Masayasu, H., Graham, D. I., and Macrae, I. M. (1995) Neurosci, Lett. 185, 65-69
12. Takasago, T., Peters, E. E., Graham, D. I., Masayasu, H., and Macrae, I. M. (1997) Br. J. Pharmacol. 122, 1251-1256
13. Imai, H., Masayasu, H., Dewar, D., Graham, D. I., and Macrae, I. M. (2001) Stroke 32, 2149-2154
14. Namura, S., Nagata, I., Takami, S., Masayasu, H., and Kikuchi, H. (2001) Stroke 32, 1906-1911
15. Saito, I., Asano, T., Sano, K., Takakura, K., Abe, H., Yoshimoto, T., Kikuchi, H., Ohta, T., and Ishibashi, S. (1998) Neurosurgery 42, 269-278
16. Yamaguchi, T., Sano, K., Takakura, K., Saito, I., Shinohara, Y., Asano, T., and Yasuhara, H. (1998) Stroke 29, 12-17
17. Ogawa, A., Yoshimoto, T., Kikuchi, H., Sano, K., Saito, I., Yamaguchi, T., and Yasuhara, H. (1999) Cerebrovasc. Dis. 9, 112-118
18. Holmgren, A. (1985) Annu. Rev. Biochem. 54, 237-271
19. Holmgren, A. (1989) J. Biol. Chem. 264, 13963-13966
20. Arnér, E. S., Zhong, L., and Holmgren, A. (1999) Methods Enzymol. 300, 226-239
21. Arnér, E. S., and Holmgren, A. (2000) Eur. J. Biochem. 267, 6102-6109
22. Luthman, M., and Holmgren, A. (1982) Biochemistry 21, 6628-6633
23. Tamura, T., and Stadtman, T. C. (1996) Proc. Natl. Acad. Sci. U. S. A. 93, 1006-1011
24. Zhong, L., Arnér, E. S., Ljung, J., Åslund, F., and Holmgren, A. (1998) J. Biol. Chem. 273, 8581-8591
25. Zhong, L., Arnér, E. S., and Holmgren, A. (2000) Proc. Natl. Acad. Sci. U. S. A. 97, 5854-5859
26. Zhong, L., and Holmgren, A. (2000) J. Biol. Chem. 275, 18121-18128
27. Sandalova, T., Zhong, L., Lindqvist, Y., Holmgren, A., and Schneider, G. (2001) Proc. Natl. Acad. Sci. U. S. A. 98, 9533-9538
28. Kumar, S., Björnstedt, M., and Holmgren, A. (1992) Eur. J. Biochem. 207, 435-439
29. Björnstedt, M., Kumar, S., and Holmgren, A. (1992) J. Biol. Chem. 267, 8030-8034
30. Björnstedt, M., Kumar, S., Bjorkhem, L., Spyrou, G., and Holmgren, A. (1997) Biomed. Environ. Sci. 10, 271-279
31. Björnstedt, M., Hamberg, M., Kumar, S., Xue, J., and Holmgren, A. (1995) J. Biol. Chem. 270, 11761-11764
32. Björnstedt, M., Xue, J., Huang, W., Akesson, B., and Holmgren, A. (1994) J. Biol. Chem. 269, 29382-29384
33. Zhao, R., Masayasu, H., and Holmgren, A. (2002) Proc. Natl. Acad. Sci. U. S. A. 99, 8579-8584
34. Ren, X., Björnstedt, M., Shen, B., Ericson, M. L., and Holmgren, A. (1993) Biochemistry 32, 9701-9708
35. Wilson, S. R., Zucker, P. A., Huang, R. R. C., and Spector, A. (1989) J. Am. Chem. Soc. 111, 5936-5939
36. Alam, M. M., Ito, O., Koga, Y., and Ouchi, A. (1998) Int. J. Chem. Kinet. 30, 193-200
37. Holmgren, A. (1979) J. Biol. Chem. 254, 9113-9119
38. Holmgren, A. (1995) Structure 3, 239-243
39. Holmgren, A. (1979) J. Biol. Chem. 254, 9627-9632
40. Cotgreave, I. A., Sandy, M. S., Berggren, M., Moldeus, P. W., and Smith, M. T. (1987) Biochem. Pharmacol. 36, 2899-2904
41. Muller, A., Gabriel, H., and Sies, H. (1985) Biochem. Pharmacol. 34, 1185-1189
42. Haenen, G. R., De Rooij, B. M., Vermeulen, N. P., and Bast, A. (1990) Mol. Pharmacol. 37, 412-422
43. Holmgren, A., and Luthman, M. (1978) Biochemistry 17, 4071-4077
44. Rozell, B., Hansson, H. A., Luthman, M., and Holmgren, A. (1985) Eur. J. Cell Biol. 38, 79-86
45. Hansson, H. A., Holmgren, A., Rozell, B., and Täljedal, I. B. (1986) Cell Tissue Res. 245, 189-195
46. Morgenstern, R., Cotgreave, I. A., and Engman, L. (1992) Chem. Biol. Interact. 84, 77-84
47. Ursini, F., Maiorino, R., Brigelius-Flohe, R., Aumann, K. D., Roveri, A., Schomburg, D., and Flohe, L. (1995) Methods Enzymol. 252, 38-53
48. Zhao, R., Lind, J., Gábor, M., and Eriksen, T. E. (1998) J. Am. Chem. Soc. 120, 2811-2816
49. Wendel, A., Fausel, M., Safayhi, H., Tiegs, G., and Otter, R. (1984) Biochem. Pharmacol. 33, 3241-3245
50. Maiorino, M., Roveri, A., Coassin, M., and Ursini, F. (1988) Biochem. Pharmacol. 37, 2267-2271
51. Cotgreave, I. A., Morgenstern, R., Engman, L., and Ahokas, J. (1992) Chem. Biol. Interact. 84, 69-76
52. Fischer, H., and N., D. (1987) Bull. Soc. Chim. Belg. 96, 757-768
53. Lee, S. R., Bar-Noy, S., Kwon, J., Levine, R. L., Stadtman, T. C., and Rhee, S. G. (2000) Proc. Natl. Acad. Sci. U. S. A. 97, 2521-2526