Chiral synthetic pseudopeptidic derivatives as triplet excited state quenchers

被引：2

作者：

Salom-Roig, Xavier J. ^{[2
]}

Martinez, Jean ^{[2
]}

Isabel Burguete, M. ^{[1
]}

Galindo, Francisco ^{[1
]}

Luis, Santiago V. ^{[1
]}

Miranda, Miguel A. ^{[3
]}

Morant-Minana, Maria C. ^{[4
]}

Perez-Prieto, Julia ^{[4
]}

机构：

[1] Univ Jaume 1, Dept Quim Inorgan & Organ, Castellon de La Plana 12071, Spain

[2] Univ Montpellier 2, IBMM, UMR 5247, F-34095 Montpellier 5, France

[3] Univ Politecn Valencia, Dept Quim, Inst Tecnol Quim, CSIC, E-46071 Valencia, Spain

[4] Univ Valencia, Dept Quim Organ, ICMOL, E-46100 Valencia, Spain

来源：

TETRAHEDRON LETTERS | 2009年 / 50卷 / 34期

关键词：

Laser flash photolysis; Photochemistry; Triplet excited state; Quenching; ELECTRON-TRANSFER; SERUM-ALBUMIN; DRUG-BINDING; STEREODIFFERENTIATION; PHOTOREACTIVITY; PHENOLS; DECAY; ACID;

D O I：

10.1016/j.tetlet.2009.06.047

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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. (c) 2009 Elsevier Ltd. All rights reserved.

引用

页码：4859 / 4862

页数：4