文献类型：期刊文献

英文题名：Development of a Small Molecule Probe Capable of Discriminating Cysteine, Homocysteine, and Glutathione with Three Distinct Turn-On Fluorescent Outputs

作者：Wang, Feiyi[1,2];Guo, Zhiqian[1,2];Li, Xia[1,2];Li, Xiuai[1,2];Zhao, Chunchang[1,2]

机构：[1]E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China;[2]E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China

年份：2014

卷号：20

期号：36

起止页码：11471

外文期刊名：CHEMISTRY-A EUROPEAN JOURNAL

收录：;EI(收录号：20143718146156);WOS:【SCI-EXPANDED(收录号:WOS:000341629800030)】；

基金：We gratefully acknowledge the financial support by the National Science Foundation of China (Grant Nos. 21172071, 21190033, and 21372083), and the Fundamental Research Funds for the Central Universities.

语种：英文

外文关键词：biosensors; fluorescent probes; selectivity; sensors; thiols

摘要：The simultaneous discrimination of Cys, Hcy, and GSH by a single probe is still an unmet challenge. The design and synthesis of a small molecule probe MeO-BODIPY-Cl (BODIPY=boron dipyrromethene) is presented, which can allow Cys, Hcy, and GSH to be simultaneously discriminated on the basis of three distinct fluorescence turnon responses. The probe reacts with these thiols to form sulfenyl-substituted BODIPY, which is followed by intramolecu-lar displacement to yield amino-substituted BODIPY. The kinetic rate of the intramolecular displacement reaction determines the observed different sensing behavior. Therefore, the probe responds to Cys, Hcy, and GSH with fluorescence turn-on colors of yellow, yellow and red, and red, respectively. With this promising feature in hand, the probe was successfully used in imaging of Cys, Hcy and GSH in living cells.