Quinolone-based fluorescent probes for distinguished detection of Cys and GSH through different fluorescence channels

被引:19
作者
Fu, Ying-Long [1 ]
Chen, Xiang-Gen [1 ]
Li, Hao [1 ]
Feng, Wei [1 ]
Song, Qin-Hua [1 ]
机构
[1] Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China
基金
中国国家自然科学基金;
关键词
LIVING CELLS; SELECTIVE DETECTION; GLUTATHIONE; CYSTEINE; HOMOCYSTEINE; NAPHTHALIMIDE; SENSOR; QUANTIFICATION; DISCRIMINATION; DESIGN;
D O I
10.1039/d0nj03274c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Biothiols, such as cysteine (Cys), homocysteine (Hcy) and glutathione (GSH), play different crucial roles in maintaining redox homeostasis in biological systems. Owing to their similar structures and reactivity, they present great challenges for their distinguished detection. In this work, we have constructed three different types of quinolone-based fluorescent probes (QB-1,QB-2andQB-3) for the detection of biothiols. Among themQB-3, a red fluorescent probe, displays the best sensing performance such as high selectivity and good sensitivity for Cys (LOD = 0.17 mu M) and GSH (LOD = 0.46 mu M), and it can distinguish between Cys, GSH and Hcy through two different fluorescence channels; specifically, a turn-on fluorescence centred at 420 nm for Cys, ratiometric fluorescence at 643 nm/537 nm for GSH and no response for Hcy. Furthermore,QB-3has been successfully applied for the simultaneous detection of endogenous Cys and GSH in living cells.
引用
收藏
页码:13781 / 13787
页数:7
相关论文
共 52 条
[1]   Naphthalimide-based fluorescent probe for selectively and specifically detecting glutathione in the lysosomes of living cells [J].
Cao, Meijiao ;
Chen, Haiyan ;
Chen, Dan ;
Xu, Zhiqiang ;
Liu, Sheng Hua ;
Chen, Xiaoqiang ;
Yin, Jun .
CHEMICAL COMMUNICATIONS, 2016, 52 (04) :721-724
[2]   Fluorescent and colorimetric probes for detection of thiols [J].
Chen, Xiaoqiang ;
Zhou, Ying ;
Peng, Xiaojun ;
Yoon, Juyoung .
CHEMICAL SOCIETY REVIEWS, 2010, 39 (06) :2120-2135
[3]  
COOK JA, 1991, CANCER RES, V51, P4287
[4]   A colorimetric, ratiometric and water-soluble fluorescent probe for simultaneously sensing glutathione and cysteine/homocysteine [J].
Dai, Xi ;
Wang, Zhao-Yang ;
Du, Zhi-Fang ;
Cui, Jie ;
Miao, Jun-Ying ;
Zhao, Bao-Xiang .
ANALYTICA CHIMICA ACTA, 2015, 900 :103-110
[5]   Regulation of gene expression by reactive oxygen [J].
Dalton, TD ;
Shertzer, HG ;
Puga, A .
ANNUAL REVIEW OF PHARMACOLOGY AND TOXICOLOGY, 1999, 39 :67-101
[6]   New Chemodosimetric Reagents as Ratiometric Probes for Cysteine and Homocysteine and Possible Detection in Living Cells and in Blood Plasma [J].
Das, Priyadip ;
Mandal, Amal Kumar ;
Chandar, Nellore Bhanu ;
Baidya, Mithu ;
Bhatt, Harshad B. ;
Ganguly, Bishwajit ;
Ghosh, Sudip K. ;
Das, Amitava .
CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (48) :15382-15393
[7]   Imaging dynamic redox changes in mammalian cells with green fluorescent protein indicators [J].
Dooley, CT ;
Dore, TM ;
Hanson, GT ;
Jackson, WC ;
Remington, SJ ;
Tsien, RY .
JOURNAL OF BIOLOGICAL CHEMISTRY, 2004, 279 (21) :22284-22293
[8]   A fluorescence enhancement probe based on BODIPY for the discrimination of cysteine from homocysteine and glutathione [J].
Gong, Deyan ;
Tian, Yuejun ;
Yang, Chengduan ;
Iqbal, Anam ;
Wang, Zhiping ;
Liu, Weisheng ;
Qin, Wenwu ;
Zhu, Xiangtao ;
Guo, Huichen .
BIOSENSORS & BIOELECTRONICS, 2016, 85 :178-183
[9]   A highly selective ratiometric near-infrared fluorescent cyanine sensor for cysteine with remarkable shift and its application in bioimaging [J].
Guo, Zhiqian ;
Nam, SeongWon ;
Park, Sungsu ;
Yoon, Juyoung .
CHEMICAL SCIENCE, 2012, 3 (09) :2760-2765
[10]   Comparison of N-acetylcysteine and cysteine in their ability to replenish intracellular cysteine by a specific fluorescent probe [J].
He, Xinyuan ;
Wu, Xiaofeng ;
Shi, Wen ;
Ma, Huimin .
CHEMICAL COMMUNICATIONS, 2016, 52 (60) :9410-9413