A Multi‐signal Fluorescent Probe with Multiple Binding Sites for Simultaneous Sensing of Cysteine, Homocysteine, and Glutathione

• Published in: Angewandte Chemie International Edition Vol. 57; no. 18; pp. 4991 - 4994
• Main Authors: Yin, Guo‐xing, Niu, Ting‐ting, Gan, Ya‐bing, Yu, Ting, Yin, Peng, Chen, Hai‐min, Zhang, You‐yu, Li, Hai‐tao, Yao, Shou‐zhuo
• Format: Journal Article
• Language: English
• Published: Germany Wiley Subscription Services, Inc 23-04-2018
• Edition: International ed. in English
• Subjects: Binding Sites; biosensors; Coumarin; Cysteine; Cysteine - analysis; Fluorescence; Fluorescent Dyes - chemical synthesis; Fluorescent Dyes - chemistry; Fluorescent indicators; fluorescent probes; Glutathione; Glutathione - analysis; Homocysteine; Homocysteine - analysis; Optical Imaging; Reaction mechanisms; thiols; Wavelengths; biosensors; thiols; glutathione; fluorescent probes; cysteine
• ISSN: 1433-7851; 1521-3773
• DOI: 10.1002/anie.201800485

A novel fluorescent probe was developed by integrating chlorinated coumarin and benzothiazolylacetonitrile and exploited for simultaneous detection of cysteine (Cys), homocysteine (Hcy), and glutathione (GSH). Featuring four binding sites and different reaction mechanisms for different biothiols, this probe exhibited rapid fluorescence turn‐on for distinguishing Cys, Hcy, and GSH with 108‐, 128‐, 30‐fold fluorescence increases at 457, 559, 529 nm, respectively, across different excitation wavelengths. Furthermore, the probe was successfully applied to the fluorescence imaging of endogenous Cys and GSH and exogenous Cys, Hcy, and GSH in living cells.
All together now: A novel fluorescent probe was developed for simultaneous sensing of cysteine (Cys), homocysteine (Hcy), and glutathione (GSH). Featuring four binding sites and different reaction mechanisms for different biothiols, this probe exhibited rapid fluorescence turn‐on for distinguishing Cys, Hcy, and GSH. The probe was successfully applied to the fluorescence imaging of endogenous Cys and GSH and exogenous Cys, Hcy, and GSH in living cells.