Function of thioredoxin reductase as a peroxynitrite reductase using selenocystine or ebselen

Chemical Research in Toxicology

Volumn 12, Issue 3, 1999, Pages 264-269

  Arteel, Gavin E ^a   Briviba, Karlis ^a   Sies, Helmut ^a  

^a HEINRICH HEINE UNIVERSITY   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

BENZOIC ACID; BOVINE SERUM ALBUMIN; BUFFER; EBSELEN; NITRITE REDUCTASE; PEROXYNITRITE; POTASSIUM DIHYDROGEN PHOSPHATE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; SCAVENGER; SELENOCYSTEINE; THIOREDOXIN REDUCTASE;

ARTICLE; ENZYME ACTIVITY; HYDROXYLATION; NITRATION; OXIDATION REDUCTION REACTION; REACTION ANALYSIS;

ANIMALS; AZOLES; CATTLE; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CYSTINE; HUMANS; HYDROXYLATION; NADP; NITRITES; ORGANOSELENIUM COMPOUNDS; OXIDATION-REDUCTION; OXIDOREDUCTASES; SPECTROPHOTOMETRY, ULTRAVIOLET; THIOREDOXIN REDUCTASE (NADPH);

BOVINAE; MAMMALIA;

EID: 0032980375     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx980223r     Document Type: Article

References (30)

1. Beckman, J. S. (1996) The physiological and pathophysiological chemistry of nitric oxide. In Nitric oxide: principles and actions (Lancaster, J., Ed.) pp 1-82, Academic Press, San Diego, CA.
2. Briviba, K., Roussyn, I., Sharov, V. S., and Sies, H. (1996) Attenuation of oxidation and nitration reactions of peroxynitrite by selenomethionine, selenocystine and ebselen. Biochem. J. 319, 13-15.
3. Masumoto, H., and Sies, H. (1996) The reaction of ebselen with peroxynitrite. Chem. Res. Toxicol. 9, 262-267.
4. Salgo, M. G., Stone, K., Squadrito, G. L., Battista, J. R., and Pryor, W. A. (1995) Peroxynitrite causes DNA nicks in plasmid pBR322. Biochem. Biophys. Res. Commun. 210, 1025-1030.
5. Roussyn, I., Briviba, K., Masumoto, H., and Sies, H. (1996) Selenium-containing compounds protect DNA from single-strand breaks caused by peroxynitrite. Arch. Biochem. Biophys. 330, 216-218.
6. Sies, H., and Masumoto, H. (1997) Ebselen as a glutathione peroxidase mimic and as a scavenger of peroxynitrite. Adv. Pharmacol. 38, 229-246.
7. Sies, H., Sharov, V. S., Klotz, L.-O., and Briviba, K. (1997) Glutathione peroxidase protects against peroxynitrite-mediated oxidations. A new function for selenoproteins as peroxynitrite reductase. J. Biol. Chem. 272, 27812-27817.
8. Arteel, G. E., Mostert, V., Oubrahim, H., Briviba, K., Abel, J., and Sies, H. (1998) Protection by selenoprotein P in human plasma against peroxynitrite-mediated oxidation and nitration. J. Biol. Chem. 379, 1201-1205.
9. Björnstedt, M., Kumar, S., Björkhem, L., Spyou, G., and Holmgren, A. (1997) Selenium and the thioredoxin and glutaredoxin systems. Biomed. Environ. Sci. 10, 271-279.
10. Kumar, S., Björnstedt, M., and Holmgren, A. (1992) Selenite is a substrate for calf thymus thioredoxin reductase and thioredoxin elicits a large non-stoichiometric oxidation of NADPH in the presence of oxygen. Eur. J. Biochem. 207, 435-439.
11. Björnstedt, M., Hamberg, M., Kumar, S., Xue, J., and Holmgren, A. (1995) Human thioredoxin reductase directly reduces lipid hydroperoxides by NADPH and selenocystine strongly stimulates the reaction via catalytically generated selenols. J. Biol. Chem. 270, 11761-11764.
12. Björnstedt, M., Xue, J., Huang, W., Åkesson, B., and Holmgren, A. (1994) The thioredoxin and glutaredoxin systems are efficient electron donors to human plasma glutathione peroxidase. J. Biol. Chem. 269, 29382-29384.
13. Tamura, T., and Stadtman, T. C. (1996) A new selenoprotein from human lung adenocarcinoma cells: purification, properties, and thioredoxin reductase activity. Proc. Natl. Acad. Sci. U.S.A. 93, 1006-1011.
14. Zhong, L., Arner, E. S. J., Ljung, J., Aslund, F., and Holmgren, A. (1998) Rat and calf thioredoxin reductase are homologous to glutathione reductase with a carboxyl-terminal elongation containing a conserved catalytically active penultimate selenocysteine residue. J. Biol. Chem. 273, 8581-8591.
15. Koppenol, W. H., Kissner, R., and Beckman, J. S. (1996) Syntheses of peroxynitrite: to go with the flow or on solid grounds? Methods Enzymol. 269, 296-302.
16. Christison, J., Sies, H., and Stocker, R. (1994) Human blood cells support the reduction of low-density-lipoprotein-associated cholesteryl ester hydroperoxides by albumin-bound ebselen. Biochem. J. 304, 341-345.
17. Szabó, C., Ferrer-Sueta, G., Zingarelli, B., Southan, G. J., Salzman, A. L., and Radi, R. (1997) Mercaptoethylguanidine and guanidine inhibitors of nitric-oxide synthase react with peroxynitrite and protect against peroxynitrite-induced oxidative damage. J. Biol. Chem. 272, 9030-9036.
18. Radi, R., Beckman, J. S., Bush, K. M., and Freeman, B. A. (1991) Peroxynitrite oxidation of sulfhydryls. The cytotoxic potential of superoxide and nitric oxide. J. Biol. Chem. 266, 4244-4250.
19. Yasuda, K., Watanabe, H., Yamazaki, S., and Toda, S. (1980) Glutathione peroxidase activity of D,L-selenocystine and selenocystamine. Biochem. Biophys. Res. Commun. 96, 243-249.
20. Burk, R. (1991) Molecular biology of selenium with implications for its metabolism. FASEB J. 5, 2274-2279.
21. Esaki, N., Nakamura, T., Tanaka, H., and Soda, K. (1982) Selenocysteine lyase, a novel enzyme that specifically acts on selenocysteine. J. Biol. Chem. 257, 4386-4391.
22. Engman, L., Cotgreave, I., Angulo, M., Taylor, C. W., Paine-Murrieta, G. D., and Powis, G. (1997) Diaryl chalcogenides as selective inhibitors of thioredoxin reductase and potential anti-tumor agents. Anticancer Res. 17, 4599-4606.
23. Wagner, G., Schuch, G., Akerboom, T. P. M., and Sies, H. (1994) Transport of ebselen in plasma and its transfer to binding sites in the hepatocyte. Biochem. Pharmacol. 48, 1137-1144.
24. Ullrich, V., Weber, P., Meisch, F., and von Appen, F. (1996) Ebselen-binding equilibria between plasma and target proteins. Biochem. Pharmacol. 52, 15-19.
25. Nakamura, H., Vaage, J., Valen, G., Padilla, C. A., Björnstedt, M., and Holmgren, A. (1998) Measurements of plasma glutaredoxin and thioredoxin in healthy volunteers and during open-heart surgery. Free Radical Biol. Med. 24, 1176-1186.
26. Rozell, B., Hansson, H.-A., Luthman, M., and Holmgren, A. (1985) Immunohistochemical localization of thioredoxin and thioredoxin reductase in adult rats. Eur. J. Cell Biol. 38, 79-86.
27. Cha, M.-K., and Kim, I.-H. (1995) Thioredoxin-linked peroxidase activity from human red blood cell: Evidence for the existence of thioredoxin and thioredoxin reductase in human red blood cell. Biochem. Biophys. Res. Commun. 217, 900-907.
28. Mitsui, A., Hirakawa, T., and Yodoi, J. (1992) Reactive oxygen-reducing and protein-refolding activities of adult T cell leukemia-derived factor/human thioredoxin. Biochem. Biophys. Res. Commun. 186, 1220-1226.
29. Mendiratta, S., Qu, Z.-C., and May, J. M. (1998) Enzyme-dependent ascorbate recycling in human erythrocytes: role of thioredoxin reductase. Free Radical Biol. Med. 25, 221-228.
30. Takagi, Y., Gon, Y., Todaka, T., Nozaki, K., Nishiyama, A., Sono, H., Hashimoto, N., Kikuchi, H., and Yodoi, J. (1998) Expression of thioredoxin is enhanced in atherosclerotic plaques and during neointima formation in rat arteries. Lab. Invest. 78, 957-966.