Synthesis and pharmacological properties of TOAC-labeled angiotensin and bradykinin analogs

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dc.contributor.authorNakaie, Clovis Ryuichi [UNIFESP]
dc.contributor.authorSilva, Eneida de Gusmão [UNIFESP]
dc.contributor.authorCilli, Eduardo Maffud [UNIFESP]
dc.contributor.authorMarchetto, Reinaldo [UNIFESP]
dc.contributor.authorSchreier, Shirley [UNIFESP]
dc.contributor.authorPaiva, Therezinha Bandiera [UNIFESP]
dc.contributor.authorPaiva, Antonio Cechelli de Mattos [UNIFESP]
dc.contributor.institutionUniversidade Federal de São Paulo (UNIFESP)
dc.contributor.institutionUNESP
dc.contributor.institutionUniversidade de São Paulo (USP)
dc.date.accessioned2016-01-24T12:33:11Z
dc.date.available2016-01-24T12:33:11Z
dc.date.issued2002-01-01
dc.description.abstractAngiotensin II (AngII) and bradykinin (BK) derivatives containing the TOAC (2,2,6,6-tetramethylpiperidine-N-oxyl-4-amino-4-carboxylic acid) spin label were synthesized by solid phase methodology. Ammonium hydroxide (pH 10, 50degreesC, 1 h) was the best means for reverting nitroxide protonation occurring during peptide cleavage. EPR spectra yielded rotational correlation times for internally labeled analogs that were nearly twice as large as those of N-terminally labeled analogs. Except for TOAC(1)-AngII and TOAC(0)-BK, which showed high intrinsic activities, other derivatives were inactive in smooth muscle preparations. These active paramagnetic analogs may be useful for conformational studies in solution and in the presence of model and biological membranes. (C) 2002 Elsevier Science Inc. All rights reserved.en
dc.description.affiliationUniversidade Federal de São Paulo, Dept Biophys, BR-04023062 São Paulo, Brazil
dc.description.affiliationUNESP, Inst Chem, Dept Biochem, P-4800060 Araraquara, SP, Brazil
dc.description.affiliationUniv São Paulo, Inst Chem, Dept Biochem, BR-05513970 São Paulo, SP, Brazil
dc.description.affiliationUnifespUniversidade Federal de São Paulo, Dept Biophys, BR-04023062 São Paulo, Brazil
dc.description.sourceWeb of Science
dc.format.extent65-70
dc.identifierhttp://dx.doi.org/10.1016/S0196-9781(01)00580-0
dc.identifier.citationPeptides. New York: Elsevier B.V., v. 23, n. 1, p. 65-70, 2002.
dc.identifier.doi10.1016/S0196-9781(01)00580-0
dc.identifier.issn0196-9781
dc.identifier.urihttp://repositorio.unifesp.br/handle/11600/26703
dc.identifier.wosWOS:000173678100009
dc.language.isoeng
dc.publisherElsevier B.V.
dc.relation.ispartofPeptides
dc.rightsinfo:eu-repo/semantics/restrictedAccess
dc.rights.licensehttp://www.elsevier.com/about/open-access/open-access-policies/article-posting-policy
dc.subjectangiotensin analogsen
dc.subjectbradykinin analogsen
dc.subjectpeptide synthesisen
dc.subjectspin labeled peptidesen
dc.subjectTOAC spin labelen
dc.subjectelectron paramagnetic resonanceen
dc.titleSynthesis and pharmacological properties of TOAC-labeled angiotensin and bradykinin analogsen
dc.typeinfo:eu-repo/semantics/article
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