文献类型：期刊文献

英文题名：A long-wavelength fluorescent probe with a large Stokes shift for lysosome-targeted imaging of Cys and GSH

作者：Sun, Yi-Hang[1,2];Han, Hai-Hao[1,2,3];Huang, Jia-Min[1,2];Li, Jia[3];Zang, Yi[3];Wang, Cheng-Yun[1,2]

机构：[1]East China Univ Sci & Technol, Sch Chem & Mol Engn, Key Lab Adv Mat, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Sch Chem & Mol Engn, Inst Fine Chem, Shanghai 200237, Peoples R China;[3]Chinese Acad Sci, Natl Ctr Drug Screening, Inst Mat Med, State Key Lab Drug Res, 189 Guo Shoujing Rd, Shanghai 201203, Peoples R China

年份：2021

卷号：261

外文期刊名：SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY

收录：;EI(收录号：20212710591976);WOS:【SCI-EXPANDED(收录号:WOS:000670305400010)】；

基金：The authors are grateful for financial support from the Natural Science Foundation of Shanghai (No. 16ZR1408000) and the Fundamental Research Funds for the Central Universities.

语种：英文

外文关键词：Fluorescent probe; Lysosome targeting; Cysteine; Glutathione; Near Infrared Emission; Bioimaging

摘要：Biothiols including cysteine (Cys) and glutathione (GSH) are biological signaling molecules responsible for cell detoxification, cell metabolism and neutralization of reactive oxygen species. Here, we synthe-sized a long-wavelength fluorescent probe, DCIMA, for lysosome-targeted imaging of Cys and GSH in liv-ing cells. DCIMA is consisted of a dicyanoisophorone core modified with an acrylate group for biothiol detection through the Michael addition reaction and a morpholine group as the lysosome-targeting agent. The presence of the electron-donating morpholine group also enhances the intramolecular charge transfer mechanism of the probe, thereby enabling its long-wavelength fluorescence emission (670 nm) and large Stokes shift (180 nm). In concentration range of 0-30 mu M, the probe was determined to react quickly with both Cys and GSH with low detection limits (<5 min, 35.2 nM for GSH and 34.8 nM for Cys) and achieve the sensitive fluorescence imaging of the biothiols located in the lysosomes of living cells. (C) 2021 Elsevier B.V. All rights reserved.