Please use this identifier to cite or link to this item: http://hdl.handle.net/1822/26698

TitleSynthesis and photophysical studies of new pyrenylamino acids
Author(s)Pereira, Goreti
Castanheira, Elisabete M. S.
Schellenberg, Peter Michael
Belsley, M.
Ferreira, Paula M. T.
Monteiro, Luís S.
Keywordsbeta-bromodehydroalanines
Pyrenylamino acids
Photophysical studies
Fluorescent probes
β-Bromodehydroalanines
Issue dateDec-2013
PublisherElsevier
JournalTetrahedron
Abstract(s)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.
TypeArticle
URIhttp://hdl.handle.net/1822/26698
DOI10.1016/j.tet.2013.10.035
ISSN0040-4020
Publisher versionhttp://www.sciencedirect.com
Peer-Reviewedyes
AccessOpen access
Appears in Collections:CDF - FAMO - Artigos/Papers (with refereeing)
CDQuim - Artigos (Papers)

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Supplementary data_Tet2013.pdfInformação suplementar139,87 kBAdobe PDFView/Open

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