Citation: Wenjuan Liu, Jie Chen, Qinglong Qiao, Xiaogang Liu, Zhaochao Xu. A TICS-fluorophore based probe for dual-color GSH imaging[J]. Chinese Chemical Letters, ;2022, 33(11): 4943-4947. doi: 10.1016/j.cclet.2022.03.121 shu

A TICS-fluorophore based probe for dual-color GSH imaging

Wenjuan Liu ^{a, b} ,
Jie Chen ^{a, b} ,
Qinglong Qiao ^a ,
Xiaogang Liu ^c ,
Zhaochao Xu ^{a, *,}

a.
CAS Key Laboratory of Separation Science for Analytical Chemistry, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, China
b.
University of Chinese Academy of Sciences, Beijing 100049, China
c.
Fluorescence Research Group, Singapore University of Technology and Design, Singapore 487372, Singapore

zcxu@dicp.ac.cn

Received Date: 24 March 2022
Revised Date: 31 March 2022
Accepted Date: 31 March 2022
Available Online: 5 April 2022

Figures(5)

Cascading reactions in fluorophores accompanied by the replacement of different fluorescence wavelengths can be used to develop luminescent materials and reactive fluorescent probes. Based on multiple signal channels, the selectivity of probes can be improved and the range of response to guest molecule recognition can be expanded. By regulating the position, number, and activity of active sites in fluorophores, fluorescent probes that successively react with thiol and amino groups in cysteine (Cys), homocysteine (Hcy) have been developed, which can only react with the thiol group of GSH. In this paper, we report the first probe capable of cascading nucleophilic substitution reaction with the thiol group and amino group of GSH at a single reaction site, and showed the dual-color recognition of GSH, which improved the selectivity of GSH also was an extension of GSH probes. The probe Rho-DEA was based on a TICS fluorophore, and the intramolecular cascade nucleophilic substitution reaction occurs with Cys/Hcy. The thiol substitution of the first step reaction with Cys/Hcy was quenched due to intersystem crossing to triplet state, so GSH can be selectively recognized from the fluorescence signal. Rho-DEA has the ability of mitochondrial localization, and finally realized in situ dual-color fluorescence recognition of GSH in mitochondria.
- TICS,
- Reactive fluorescent probe,
- GSH imaging,
- Dual-color,
- Cascading reaction
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