Preparation of a conjugation-ready thiol responsive molecular switch

被引：9
|
作者：
Tautges, Brandon [2 ]
Or, Victor [2 ]
Garcia, Joel [1 ]
Shaw, Jared T. [2 ]
Louie, Angelique Y. [1 ]
机构：
[1] Univ Calif Davis, Dept Biomed Engn, Davis, CA 95616 USA
[2] Univ Calif Davis, Dept Chem, Davis, CA 95616 USA
来源：
TETRAHEDRON LETTERS | 2015年 / 56卷 / 47期
关键词：
Spiropyran; Thiol; Colorimetric sensor; SELECTIVE DETECTION; OXIDATIVE STRESS; GLUTATHIONE; CHEMOSENSOR; DISEASE; NANOPARTICLES; MODULATION; SPIROPYRAN; MECHANISM; PLASMA;
D O I：
10.1016/j.tetlet.2015.10.019
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
In this work we synthesize molecular switches that are responsive to cysteine, homocysteine, and glutathione; three redox systems that make up the majority of the body's antioxidant defenses. Synthesized spiropyran isomers with conjugation-ready linkages showed good selectivity of response to these major antioxidant thiols over nucleophilic amino acids; however the position of the linking group can affect selectivity and reversibility of the switching response. An isomer with selectivity for cysteine against GSH and Hcy was identified. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码：6569 / 6573
页数：5
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