Fluorescent properties of amino acids labeled with ortho-aminobenzoic acid

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dc.contributor.author Ito, A. S.
dc.contributor.author Turchiello, RDF
dc.contributor.author Hirata, I. Y.
dc.contributor.author Cezari, MHS
dc.contributor.author Meldal, M.
dc.contributor.author Juliano, L.
dc.date.accessioned 2016-01-24T12:30:31Z
dc.date.available 2016-01-24T12:30:31Z
dc.date.issued 1998-01-01
dc.identifier http://dx.doi.org/10.1002/(SICI)1520-6343(1998)4:6<395
dc.identifier.citation Biospectroscopy. W Sussex: John Wiley & Sons Ltd, v. 4, n. 6, p. 395-402, 1998.
dc.identifier.issn 1075-4261
dc.identifier.uri http://repositorio.unifesp.br/handle/11600/25836
dc.description.abstract ortho-Aminobenzoic acid (Abz) has been used as a convenient fluorescent donor group in internally quenched fluorescent peptides, which are employed as substrates for several proteolytic enzymes. As Abz is usually bound to the N-amino terminal of these peptides, it is of interest to investigate the Abz group fluorescent properties bound to different amino acids. We report in this article the optical absorption and fluorescent properties, in aqueous media, of Abz bound to the alpha-amino group of Ala, Gly, Leu, ne, Val, Pro, Phe, Arg, Glu, Met, Asn, Tyr, and Trp, with monomethyl-amidated alpha-carboxyl group, in order to explore the origin of the drastic reduction of Abz attached to N-alpha amino group of prolyl-peptides, we also examined the fluorescence properties of Abz-NHCH3, Abz-N(CH3)(2), and Abz-pyrrolidine. Molecular dynamics simulation and NMR data indicated a lack of periplanarity of the Abz-dimethylamide, which could be the origin of low fluorescence quantum yield of Abz-prolyl-peptides. (C) 1998 John Wiley & Sons, Inc. en
dc.format.extent 395-402
dc.language.iso eng
dc.publisher Wiley-Blackwell
dc.relation.ispartof Biospectroscopy
dc.rights Acesso restrito
dc.subject ortho-aminobenzoylamino acids en
dc.subject fluorescence en
dc.subject protease en
dc.subject peptide en
dc.subject peptide synthesis en
dc.title Fluorescent properties of amino acids labeled with ortho-aminobenzoic acid en
dc.type Artigo
dc.rights.license http://olabout.wiley.com/WileyCDA/Section/id-406071.html
dc.contributor.institution Universidade Federal de São Paulo (UNIFESP)
dc.contributor.institution Universidade de São Paulo (USP)
dc.contributor.institution Dept Chem
dc.description.affiliation Universidade Federal de São Paulo, Escola Paulista Med, Dept Biophys, BR-04044020 São Paulo, Brazil
dc.description.affiliation Univ São Paulo, Inst Fis, BR-05315970 São Paulo, Brazil
dc.description.affiliation Dept Chem, Carlsberg Lab, Valby, Denmark
dc.description.affiliationUnifesp Universidade Federal de São Paulo, Escola Paulista Med, Dept Biophys, BR-04044020 São Paulo, Brazil
dc.identifier.doi 10.1002/(SICI)1520-6343(1998)4:6<395
dc.description.source Web of Science
dc.identifier.wos WOS:000077234300004



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