A novel benzothiazole-based fluorescent probe for cysteine detection and its application on test paper and in living cells

Yuewen Yu; Hongping Xu; Wang Zhang; Bingxiang Wang; Yuliang Jiang

doi:10.1016/j.talanta.2017.08.018

A novel benzothiazole-based fluorescent probe for cysteine detection and its application on test paper and in living cells

Talanta. 2018 Jan 1:176:151-155. doi: 10.1016/j.talanta.2017.08.018. Epub 2017 Aug 7.

Authors

Yuewen Yu¹, Hongping Xu¹, Wang Zhang¹, Bingxiang Wang², Yuliang Jiang²

Affiliations

¹ College of Chemistry and Materials Science, Nanjing Normal University, Nanjing 210023, PR China.
² College of Chemistry and Materials Science, Nanjing Normal University, Nanjing 210023, PR China; Jiangsu Collaborative Innovation Center of Biomedical Functional Materials and Jiangsu Key Laboratory of Biofunctional Materials, PR China. Electronic address: wangbingxiang@njnu.edu.cn.

PMID: 28917734
DOI: 10.1016/j.talanta.2017.08.018

Abstract

A novel simple and readily synthesized turn-on fluorescent probe 4-(benzo[d]thiazol-2-yl)-1,3-phenylene bis(2-chloroacetate) (BPBC) for cysteine (Cys) was reported. This probe was designed based on an excited-state intramolecular proton transfer (ESIPT) dye: benzothiazole, and two chloroacetate groups present in benzothiazole as the reaction sites for Cys. It shows high selectivity and sensitivity for Cys over other amino acids including the similar structured homocysteine (Hcy) and glutathione (GSH). In addition, probe BPBC was successfully applied to bioimage intracellular Cys in living cells with low cytotoxicity. More importantly, a paper test strip system was developed with probe BPBC for Cys detection conveniently.

Keywords: Bioimaging; Cysteine; ESIPT; Fluorescent probe.

MeSH terms

Benzothiazoles / chemistry*
Chloroacetates / chemistry*
Cysteine / analysis*
Cysteine / chemistry
Fluorescent Dyes / chemistry*
HeLa Cells
Humans
Microscopy, Confocal
Paper

Substances

Benzothiazoles
Chloroacetates
Fluorescent Dyes
benzothiazole
Cysteine