Fluorescent probes for detection of biothiols based on "aromatic nucleophilic substitution-rearrangement" mechanism

被引：100
作者：
Kang, Yan-Fei [1 ,2 ,3 ]
Niu, Li-Ya [3 ]
Yang, Qing-Zheng [3 ]
机构：
[1] Hebei North Univ, Hebei Key Lab Qual & Safety Anal Testing Agroprod, Zhangjiakou 075000, Peoples R China
[2] Hebei North Univ, Coll Lab Med, Zhangjiakou 075000, Peoples R China
[3] Beijing Normal Univ, Coll Chem, Key Lab Radiopharmaceut, Minist Educ, Beijing 100875, Peoples R China
来源：
CHINESE CHEMICAL LETTERS | 2019年 / 30卷 / 10期
基金：
中国国家自然科学基金;
关键词：
Biothiols; Fluorescent probes; Aromatic nucleophilic substitution; Rearrangement; Fluorophores; Bioapplication; SELECTIVE DETECTION; HYDROGEN-SULFIDE; CYSTEINE; GLUTATHIONE; DISCRIMINATION; GSH; CYS; CYSTEINE/HOMOCYSTEINE; HOMOCYSTEINE; SENSOR;
D O I：
10.1016/j.cclet.2019.08.013
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Biothiols, including cysteine (Cys), homocysteine (Hcy), and glutathione (GSH) play important roles in physiological processes, and the detection of thiol using fluorescent probes has attracted attention due to their high sensitivity and selectively and invasive on-time imaging. However, the similar structures and reactivity of these biothiols present great challenges for selective detection. This review focused on the the "aromatic nucleophilic substitution-rearrangement (SNAr-rearrangement) mechanism", which provided a powerful tool to design fluorescent probes for the discrimination between biothiols. We classify the fluorescent probes according to types of fluorophores, such as difluoroboron dipyrromethene (BODIPY), nitrobenzoxadiazole (NBD), cyanine, pyronin, naphthalimide, coumarin, and so on. We hope this review will inspire exploration of new fluorescent probes for biothiols and other relevant analytes. (C) 2019 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
引用
收藏
页码：1791 / 1798
页数：8
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