Chiral synthetic pseudopeptidic derivatives as triplet excited state quenchers
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Other documents of the author: Salom Roig, Xavier J.; Martínez, Jean; Burguete, M. Isabel; Galindo, Francisco; Luis, Santiago V.; Miranda, Miguel A.; Morant Miñana, M. C.; Pérez Prieto, Julia
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Show full item recordcomunitat-uji-handle:10234/9
comunitat-uji-handle2:10234/7053
comunitat-uji-handle3:10234/8639
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http://dx.doi.org/10.1016/j.tetlet.2009.06.047 |
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Title
Chiral synthetic pseudopeptidic derivatives as triplet excited state quenchersAuthor (s)
Date
2009Publisher
ElsevierISSN
404039Bibliographic citation
Tetrahedron Letters, 50, 34, p. 4859-4862Type
info:eu-repo/semantics/articleSubject
Abstract
The behavior of 6 pseudopeptidic models, synthesized by connecting different protected amino acids (Trp, Tyr, Phe, and Lys) with various diamino spacers, as quenchers of the triplet excited state of tiaprofenic acid ... [+]
The behavior of 6 pseudopeptidic models, synthesized by connecting different protected amino acids (Trp, Tyr, Phe, and Lys) with various diamino spacers, as quenchers of the triplet excited state of tiaprofenic acid (and its methyl ester), has been investigated. A series of quenching constants have been determined, which depend on the nature of the quencher and on the stereochemistry of the excited drug. A significant degree of stereodifferentiation has been found for the peptidomimetic synthesized with Phe and Tyr linked by a piperazine bridge. The obtained results support the utility of laser flash photolysis (LFP) as a tool to investigate the interactions between photoexcited drugs and simple models of binding sites in proteins. © 2009 Elsevier Ltd. All rights reserved. [-]
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