Fluorescent sensors based on [12]aneN3-modified BODIPY: Discrimination of different biological thiols in aqueous solution and living cells

被引：17
|
作者：
Gao, Yong-Guang [1 ]
Zhang, Ying [1 ]
Shi, You-Di [1 ]
Hao, Hu-Jun [1 ]
Gong, Bing [1 ]
Lu, Zhong-Lin [1 ]
机构：
[1] Beijing Normal Univ, Coll Chem, Minist Educ, Key Lab Theoret & Computat Photochem, Xinjiekouwai St 19, Beijing 100875, Peoples R China
来源：
BIOORGANIC & MEDICINAL CHEMISTRY | 2016年 / 24卷 / 07期
关键词：
BODIPY; 12]aneN(3); Thiols; Sensor; HIGHLY SELECTIVE DETECTION; GLUTATHIONE DEFICIENCY; RISK FACTOR; CYSTEINE; HOMOCYSTEINE; PROBE; LUMINESCENT; GSH;
D O I：
10.1016/j.bmc.2016.02.024
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Two fluorescent probes, 1 and 2, derived from borondipyrromethene (BODIPY) modified with macrocyclic polyamine [12]aneN(3), were synthesized and applied in the discrimination of cysteine (Cys), homocysteine (Hcy), and glutathione (GSH) with absorption and fluorescent spectroscopy in comparison. It was found that Boc-protected 1 showed highly sensitive and selective recognition of GSH over Cys and Hcy; while probe 2 was able to distinguish the three different thiols due to their different reactivities. With its water-solubility, rapid responsiveness, high sensitivity and low cytotoxicity, probe 2 was successfully applied in the fast detection of three biothiols in living cells. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1550 / 1559
页数：10
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