Citation: Yang Yan, Wang Huan, Wei Yu-Lin, Zhou Jie, Zhang Jun-Feng, Zhou Ying. A selective coumarin-based "turn-on" fluorescent sensor for the detection of cysteine and its applications for bioimaging[J]. Chinese Chemical Letters, ;2017, 28(10): 2023-2026. doi: 10.1016/j.cclet.2017.08.051 shu

A selective coumarin-based "turn-on" fluorescent sensor for the detection of cysteine and its applications for bioimaging

Yang Yan ^a ,
Wang Huan ^b ,
Wei Yu-Lin ^c ,
Zhou Jie ^a ,
Zhang Jun-Feng ^b,, ,
Zhou Ying ^a,,

a.
College of Chemical Science and Technology, Yunnan University, Kunming 650091, China
b.
College of Chemistry and Chemical Engineering, Yunnan Normal University, Kunming 650500, China
c.
Department of Safety Evaluation, Technology Center of China Tobacco Yunnan Industrial Co., Ltd., Kunming 650106, China

Corresponding author: Zhang Jun-Feng, junfengzhang78@aliyun.com Zhou Ying, yingzhou@ynu.edu.cn
Received Date: 29 June 2017
Revised Date: 24 August 2017
Accepted Date: 25 August 2017
Available Online: 1 October 2017

Figures(8)

A coumarin-based compound (1) was designed and synthesized as a new turn-on fluorescent probe for the detection of cysteine. The probe exhibited higher selectivity towards the target molecule over other thiol and amino acids at pH 7.2 in aqueous media CH₃CN-HEPES (0.02 mol/L, pH 7.2, 1: 9, v/v). The reaction mechanism is attributed to the cysteine-induced S_NAr substitution-rearrangement reaction. Remarkable enhancement of up to 20-fold in fluorescence intensity was achieved in the detection of cysteine. When applied for the fluorescence imaging of cysteine, the compound 1 emitted a green fluorescence in Hi5 cell cytoplasm. The in vivo imaging of Caenorhabditis elegans had further confirmed the cysteine detection by compound 1.
- Fluorescence,
- Sensor,
- Cysteine,
- Coumarin,
- In vivo imaging
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