Synthesis and photophysical studies of new pyrenylamino acids

Two new pyrenylamino acid derivatives were synthesized from beta-bromodehydroalanine derivatives in good yields using addition and elimination reactions. The photophysical properties of the two new pyrenylamino acids were studied in several solvents. Steady-state and time-resolved fluorescence measu...

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Detalhes bibliográficos
Autor principal: Pereira, Goreti (author)
Outros Autores: Castanheira, Elisabete M. S. (author), Schellenberg, Peter Michael (author), Belsley, M. (author), Ferreira, Paula M. T. (author), Monteiro, Luís S. (author)
Formato: article
Idioma:eng
Publicado em: 2013
Assuntos:
Texto completo:http://hdl.handle.net/1822/26698
País:Portugal
Oai:oai:repositorium.sdum.uminho.pt:1822/26698
Descrição
Resumo:Two new pyrenylamino acid derivatives were synthesized from beta-bromodehydroalanine derivatives in good yields using addition and elimination reactions. The photophysical properties of the two new pyrenylamino acids were studied in several solvents. Steady-state and time-resolved fluorescence measurements revealed that the bipyrenylamino acid undergoes excimer formation, this process being solvent dependent. Rate constants for excimer formation and dissociation were calculated. The monopyrenylamino acid exhibits a photophysical behavior similar to that of pyrene, including the sensitivity to solvent polarity. The results point to a potential use of these new pyrenyl derivatives as fluorescent probes for peptides and proteins.