Gamma Ray Irradiation of the Vasoactive Peptide Bradykinin Reveals a Residue- and Position-Dependent Structural Modification

Gamma Ray Irradiation of the Vasoactive Peptide Bradykinin Reveals a Residue- and Position-Dependent Structural Modification

Author Nardi, Daniela T. Autor UNIFESP Google Scholar
Rosa, Jose C. Google Scholar
Jubilut, Guita N. Autor UNIFESP Google Scholar
Miranda, Antonio Autor UNIFESP Google Scholar
Nascimento, Nanci Google Scholar
Nakaie, Clovis R. Autor UNIFESP Google Scholar
Institution Universidade Federal de São Paulo (UNIFESP)
Universidade de São Paulo (USP)
Abstract In this work the effect of radical species generated by gamma ray irradiation of aqueous solution upon structure of vasoactive peptide bradykinin (BK, RPPGFSPFR) was investigated. Increasing doses of 1-15 kGy Co-60 gamma radiation were applied to BK solutions and a progressive degradation of its structure in a non-linear mode was observed. Two main peptide derivatives generated by these treatments were isolated and characterized through a combined amino acid analysis and daughter ion scanning mass spectrometry approach. Notably, it was observed that only the Phe residue located at position 8 and not 5 of BK was oxidized by reactive hydroxyl radical species given rise to Tyr(8)-BK and m-Tyr(8)-BK analogues. Comparative circular dichroism (CD) experiments of these peptides revealed that BK presents greater conformational similarity to Tyr(8)-BK than to m-Tyr(8)-BK. These results are in agreement with the biological potencies of these compounds measured in rat uterus and guinea pig ileum muscle contractile experiments. in summary, gamma irradiation of BK solutions revealed a residue- and surprisingly, position-structural modification effect of reactive radicals even in small peptides. Also of value for peptide chemistry field, the approach of applying controlled strong electromagnetic radiation in solution seems to be an alternative and unique strategy for generating, in some cases, peptides derivatives with uncommon structures and valuable for their further therapeutic potential evaluations.
Keywords Peptide
Bradykinin
Gamma radiation
Biological activity
Language English
Sponsor Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)
Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
Date 2010-06-01
Published in International Journal of Peptide Research and Therapeutics. New York: Springer, v. 16, n. 2, p. 71-78, 2010.
ISSN 1573-3149 (Sherpa/Romeo, impact factor)
Publisher Springer
Extent 71-78
Origin http://dx.doi.org/10.1007/s10989-010-9205-0
Access rights Closed access
Type Article
Web of Science ID WOS:000277548100003
URI http://repositorio.unifesp.br/handle/11600/32581

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