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https://hdl.handle.net/1822/39800
Título: | Peptaibolin analogues by incorporation of α,α-dialkylglycines: synthesis and study of their membrane permeating ability |
Autor(es): | Castro, Vânia I. B. Carvalho, Carina Martins Fernandes, Rui D. V. Pereira-Lima, Sílvia M. M. A. Castanheira, Elisabete M. S. Costa, Susana P. G. |
Palavras-chave: | alpha,alpha-Dialkylglycines Peptaibolin Membrane permeating peptides Model membranes Fluorescence spectroscopy |
Data: | Jan-2016 |
Editora: | Elsevier 1 |
Revista: | Tetrahedron |
Citação: | V. I. B. Castro, C. M. Carvalho, R. D. V. Fernandes, S. M. M. A. Pereira-Lima, E. M. S. Castanheira, S. P. G. Costa, “Peptaibolin analogues by incorporation of α,α-dialkylglycines: synthesis and study of their membrane permeating ability”, Tetrahedron, 2016, 72, 1024-1030. |
Resumo(s): | Analogues of Peptaibolin, a peptaibol with antibiotic activity, incorporating α,α-dialkylglycines (Deg, Dpg, and Ac6c) at selected positions were synthesised by MW-SPPS and fully characterized. A control analogue incorporating L-alanine was also prepared. The native peptide and the analogues were studied by fluorescence spectroscopy for their membrane permeating activity. Small unilamellar vesicles (SUVs) of egg phosphatidylcholine/ cholesterol (70:30) containing an encapsulated fluorescence probe (6-carboxyfluorescein) were used as membrane models. The assays of carboxyfluorescein release from SUVs upon peptide addition showed that Peptaibolin-Dpg and Peptaibolin-Ac6c are the most active peptides. These results indicate that the structure of the α,α-dialkylglycines is crucial for the membrane permeating ability of these Peptaibolin analogues. |
Tipo: | Artigo |
URI: | https://hdl.handle.net/1822/39800 |
DOI: | 10.1016/j.tet.2015.12.079 |
ISSN: | 0040-4020 |
Versão da editora: | http://dx.doi.org/10.1016/j.tet.2015.12.079 |
Arbitragem científica: | yes |
Acesso: | Acesso restrito autor |
Aparece nas coleções: | CDF - FAMO - Artigos/Papers (with refereeing) CDQuim - Artigos (Papers) |
Ficheiros deste registo:
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manuscript RepositoriUM.pdf Acesso restrito! | 648,44 kB | Adobe PDF | Ver/Abrir |