The DOI matches its Crossref record; 1 of the 1 references it cites were found in a registry or an index.
The Reaction of Ebselen with Peroxynitrite
Abstract
Ebselen, 2-phenyl-1,2-benzisoselenazol-3(2H)-one, rapidly reacts with peroxynitrite, the rate constant being of the order of 10(6) M-1 s-1; the reaction yields the selenoxide of the parent molecule, 2-phenyl-1,2-benzisoselenazol-3(2H)-one 1-oxide, as the sole selenium-containing product; a stoichiometry of 1 mol of ebselen reacted and of the selenoxide formed per mole of peroxynitrite was observed. The reaction was studied in detail at neutral and alkaline pH (pH 10-11). It also proceeds at acidic pH where peroxynitrous acid (ONOOH) is predominant, the yield of the selenoxide being lower because peroxynitrous acid (pKa = 6.8) decays rapidly. Reduction of the selenoxide in cells to regenerate ebselen would allow for a sustained defense against peroxynitrite. This novel reaction constitutes a potential cellular defense line against peroxynitrite, one of the important reactive species in inflammatory processes.
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Citations
Cites
Stoichiometry of the reaction of oxyhemoglobin with nitrite
Kosaka, H., Imaizumi, K., Imai, K., & Tyuma, I. (1979) · Biochimica et Biophysica Acta (BBA) - Protein Structure · doi:10.1016/0005-2795(79)90235-6 · Cited by 139
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Lubos, E., Loscalzo, J., & Handy, D. E. (2011) · Antioxidants & Redox Signaling · doi:10.1089/ars.2010.3586 · Cited by 1,280
Laursen, J. B., Somers, M., Kurz, S., McCann, L., Warnholtz, A., Freeman, B. A., Tarpey, M., Fukai, T., & Harrison, D. G. (2001) · Circulation · doi:10.1161/01.cir.103.9.1282 · Cited by 721
Peroxynitrite reactivity with amino acids and proteins
Alvarez, B., & Radi, R. (2003) · Amino Acids · doi:10.1007/s00726-003-0018-8 · Cited by 560
Biological aspects of reactive nitrogen species
Patel, R. P., McAndrew, J., Sellak, H., White, C. R., Jo, H., Freeman, B. A., & Darley-Usmar, V. M. (1999) · Biochimica et Biophysica Acta (BBA) - Bioenergetics · doi:10.1016/s0005-2728(99)00028-6 · Cited by 498
Toxicology and pharmacology of selenium: emphasis on synthetic organoselenium compounds
Nogueira, C. W., & Rocha, J. B. T. (2011) · Archives of Toxicology · doi:10.1007/s00204-011-0720-3 · Cited by 477
Peroxynitrite-induced cytotoxicity: mechanism and opportunities for intervention
Virág, L., Szabó, É., Gergely, P., & Szabó, C. (2003) · Toxicology Letters · doi:10.1016/s0378-4274(02)00508-8 · Cited by 460
Daiber, A. (2010) · Biochimica et Biophysica Acta (BBA) - Bioenergetics · doi:10.1016/j.bbabio.2010.01.032 · Cited by 347
The biochemistry of selenium and the glutathione system
Arteel, G. E., & Sies, H. (2001) · Environmental Toxicology and Pharmacology · doi:10.1016/s1382-6689(01)00078-3 · Cited by 314
Self-citationProtection against peroxynitrite
Arteel, G. E., Briviba, K., & Sies, H. (1999) · FEBS Letters · doi:10.1016/s0014-5793(99)00073-3 · Cited by 305
Self-citationRole of free radicals in viral pathogenesis and mutation
Akaike, T. (2001) · Reviews in Medical Virology · doi:10.1002/rmv.303 · Cited by 207
Peroxynitrite Detoxification and Its Biologic Implications
Trujillo, M., Ferrer-Sueta, G., & Radi, R. (2008) · Antioxidants & Redox Signaling · doi:10.1089/ars.2008.2060 · Cited by 97
Free Radicals in the Guinea Pig Inner Ear following Gentamicin Exposure
Takumida, M., Popa, R., & Anniko, M. (1999) · ORL · doi:10.1159/000027643 · Cited by 91
Mugesh, G. (2013) · Current Chemical Biology · doi:10.2174/2212796811307010005 · Cited by 39
Metadata
- Authors
- Masumoto, H., & Sies, H.
- Venue
- Chemical Research in Toxicology
- Publisher
- American Chemical Society (ACS)
- Published
- 1996-01-01
- Volume
- 9
- Issue
- 1
- Pages
- 262-267
- ISSN
- 0893-228X (ISSN-L)
- 1520-5010
- OpenAlex
- W2071321282
- Cited by
- 171
- References
- 1
- FWCI
- 19.93
- Type
- journal article
- Language
- en
- Open access
- closed
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