NCL-based mitochondrial-targeting fluorescent probe for the detection of Glutathione in living cells

被引:27
作者
Jin, Tongxia [1 ]
Cui, Mengyu [1 ]
Wu, Dan [1 ]
Zhu, Weiping [1 ]
Xu, Yufang [1 ]
Qian, Xuhong [1 ]
机构
[1] East China Univ Sci & Technol, Sch Pharm, State Key Lab Bioreactor Engn, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China
基金
中国国家自然科学基金;
关键词
Fluorescent probe; Glutathione; NCL; In vivo imaging; SELECTIVE DETECTION; OXIDATIVE STRESS; RHODAMINE-B; CYSTEINE; DISCRIMINATION; BIOTHIOLS; THIOLS; TISSUE; METAL; IONS;
D O I
10.1016/j.cclet.2021.06.033
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Glutathione (GSH) plays a critical role in maintaining cellular redox homeostasis in biological system. Mitochondrion is a pivotal organelle for cellular aerobic respiration and its disorder is associated with impaired redox balance, leading to cell death. In this work, we designed and synthesized a non-invasive "off-on" mitochondrial-targeting fluorescent probe QZ for the detection of GSH in living cells. Based on the mechanism of native chemical ligation (NCL) and fluorescence resonance energy transfer (FRET), a rhodamine B derivative, QZ was prepared, by choosing aromatic thioester bond as the selective reaction site. QZ exhibited excellent detection capability for GSH over Cys and Hcy. Upon addition of GSH to QZ solution, a remarkably enhanced fluorescence was observed with a limit of detection of 2.98 mu mol/L. Furthermore, QZ was found to possess the specific mitochondrial localization ability in cell imaging experiments. Moreover, with exogenous and endogenous stimulations, QZ could image GSH in living cells. (C) 2021 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.
引用
收藏
页码:3899 / 3902
页数:4
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