Utilize este identificador para referenciar este registo:
https://hdl.handle.net/1822/22015
Título: | A photoactivable amino acid based on a novel functional coumarin-6-yl-alanine |
Autor(es): | Fonseca, Andrea Susana Cabral da Gonçalves, M. Sameiro T. Costa, Susana P. G. |
Palavras-chave: | Coumarin-6-yl-alanine Coumarin Fluorescence Amino acid conjugates Photolysis |
Data: | 2012 |
Editora: | Springer |
Revista: | Amino Acids |
Resumo(s): | A novel fluorescent amino acid, L-4 chloromethylcoumarin-6-yl-alanine, was obtained from tyrosine by a Pechmann reaction. The assembly of the heterocyclic ring at the tyrosine side chain could be achieved before or after incorporation of tyrosine into a dipeptide, and amino acid and dipeptide ester conjugates were obtained by coupling to a model N-protected alanine. The behaviour of one of the fluorescent conjugates towards irradiation was studied in a photochemical reactor at different wavelengths (254, 300, 350 and 419 nm). The photoreaction course in methanol/HEPES buffer solution (80:20) was followed by HPLC/UV monitoring. It was found that the novel unnatural amino acid could act as a fluorescent label, due to its fluorescence properties, and, more importantly, as a photoactivable unit, due to the short irradiation times necessary to cleave the ester bond between the model amino acid and the coumarin-6-yl-alanine. |
Tipo: | Artigo |
URI: | https://hdl.handle.net/1822/22015 |
DOI: | 10.1007/s00726-012-1310-2 |
ISSN: | 0939-4451 |
Versão da editora: | www.springerlink.com |
Arbitragem científica: | yes |
Acesso: | Acesso restrito UMinho |
Aparece nas coleções: | CDQuim - Artigos (Papers) |
Ficheiros deste registo:
Ficheiro | Descrição | Tamanho | Formato | |
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revised manuscript.pdf Acesso restrito! | Documento principal | 461,3 kB | Adobe PDF | Ver/Abrir |