A turn-on fluorescent probe for selective detection of glutathione using trimethyl lock strategy

被引:4
作者
Zhou, Junliang [1 ,2 ]
Zhang, Jian [1 ,3 ]
Ren, Hang [1 ]
Dong, Xiaochun [1 ]
Zheng, Xing [2 ]
Zhao, Weili [1 ,3 ]
机构
[1] Fudan Univ, Sch Pharm, Shanghai 201203, Peoples R China
[2] Univ South China, Hunan Prov Cooperat Innovat Ctr Mol Target New Dr, Inst Pharm & Pharmacol, Hengyang 427001, Peoples R China
[3] Henan Univ, Minist Educ, Key Lab Special Funct Mat, Kaifeng 475004, Peoples R China
基金
中国国家自然科学基金;
关键词
Fluorescent probe; Glutathione; Trimethyl lock; Imaging; LIVING CELLS; COLORIMETRIC CHEMOSENSORS; CYSTEINE NEUROTOXICITY; RECENT PROGRESS; IN-VIVO; HOMOCYSTEINE; THIOLS; GSH; BIOTHIOLS; TISSUES;
D O I
10.1016/j.jphotochem.2017.10.040
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A novel turn-on fluorescent probe based on trimethyl lock with acrylate recognition moiety and latent fluorophore of 4-amino-7-nitrobenz-2-oxa-1,3-diazole (NBD-NH2) for the detection of glutathione has been developed. The probe can selectively and sensitively detect glutathione in solution, and the limit of detection was calculated to be 26 nM. Furthermore, the probe has been successfully used to detect GSH in living cells. The interesting preference of GSH was attributed to the steric repulsion of trimethyl which retarded Cys, Hcy to reach Burgi-Dunitz angle and allowed more flexible side chain of GSH to attack carbonyl functionality. (C) 2017 Elsevier B.V. All rights reserved.
引用
收藏
页码:94 / 100
页数:7
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