Taurine bromamine: A potent oxidant of tryptophan residues in albumin
dc.contributor.author | Ximenes, Valdecir Farias [UNESP] | |
dc.contributor.author | da Fonseca, Luiz Marcos [UNESP] | |
dc.contributor.author | de Almeida, Ana Carolina [UNESP] | |
dc.contributor.institution | Universidade Estadual Paulista (Unesp) | |
dc.date.accessioned | 2014-05-20T13:23:57Z | |
dc.date.available | 2014-05-20T13:23:57Z | |
dc.date.issued | 2011-03-15 | |
dc.description.abstract | Taurine is the most abundant free amino acid in leukocytes and can react with HOBr to produce taurine bromamine (Tau-NHBr). The aim of this study was to assess the ability of Tau-NHBr to oxidize tryptophan, either free or as a residue in albumin. We have demonstrated that Tau-NHBr is a powerful oxidant for tryptophan. Importantly, in comparison to taurine chloramine, HOCl or HOBr, Tau-NHBr exhibits a degree of selectivity for tryptophan. Oxidation of albumin by Tau-NHBr resulted in emission of light, and the quantum yield was more than 10-fold more efficient than that of the other oxidants. The fluorescence band corresponding to oxidized albumin (lambda(ex) 350/lambda(em) 450), which is characteristic of the formation of formylkynurenine, was significantly higher in reactions using Tau-NHBr. Excitation of the fluorescent probe 8-anilino-1-naphthalenesulfonate at 295 nm was used to assess the depletion of tryptophan residues in albumin. Results from this experiment further supported a higher efficiency of oxidation of tryptophan residues by Tau-NHBr. Other parameters of protein oxidation, including cysteine depletion and formation of carbonyl groups, were not significantly different between the oxidants tested. In conclusion, these results indicate that Tau-NHBr has a higher affinity for tryptophan residues in proteins. (C) 2010 Elsevier B.V. All rights reserved. | en |
dc.description.affiliation | UNESP Univ Estadual Paulista, Dept Quim, Fac Ciencias, BR-17033360 São Paulo, SP, Brazil | |
dc.description.affiliation | UNESP Univ Estadual Paulista, Fac Ciencias Farmaceut, Dept Anal Clin, Araraquara, SP, Brazil | |
dc.description.affiliationUnesp | UNESP Univ Estadual Paulista, Dept Quim, Fac Ciencias, BR-17033360 São Paulo, SP, Brazil | |
dc.description.affiliationUnesp | UNESP Univ Estadual Paulista, Fac Ciencias Farmaceut, Dept Anal Clin, Araraquara, SP, Brazil | |
dc.description.sponsorship | Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP) | |
dc.description.sponsorship | Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) | |
dc.format.extent | 315-322 | |
dc.identifier | http://dx.doi.org/10.1016/j.abb.2010.12.026 | |
dc.identifier.citation | Archives of Biochemistry and Biophysics. New York: Elsevier B.V., v. 507, n. 2, p. 315-322, 2011. | |
dc.identifier.doi | 10.1016/j.abb.2010.12.026 | |
dc.identifier.issn | 0003-9861 | |
dc.identifier.lattes | 4419635633356792 | |
dc.identifier.uri | http://hdl.handle.net/11449/7323 | |
dc.identifier.wos | WOS:000288058000015 | |
dc.language.iso | eng | |
dc.publisher | Elsevier B.V. | |
dc.relation.ispartof | Archives of Biochemistry and Biophysics | |
dc.relation.ispartofjcr | 3.118 | |
dc.relation.ispartofsjr | 1,350 | |
dc.rights.accessRights | Acesso restrito | |
dc.source | Web of Science | |
dc.subject | Tryptophan | en |
dc.subject | Taurine chloramine | en |
dc.subject | Taurine bromamine | en |
dc.subject | Hypochlorous acid | en |
dc.subject | Hypobromous acid | en |
dc.subject | Albumin | en |
dc.title | Taurine bromamine: A potent oxidant of tryptophan residues in albumin | en |
dc.type | Artigo | |
dcterms.license | http://www.elsevier.com/about/open-access/open-access-policies/article-posting-policy | |
dcterms.rightsHolder | Elsevier B.V. | |
unesp.author.lattes | 4419635633356792 | |
unesp.campus | Universidade Estadual Paulista (Unesp), Faculdade de Ciências Farmacêuticas, Araraquara | pt |
unesp.department | Análises Clínicas - FCF | pt |
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