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一种用于半胱氨酸检测的新型苯并噻唑基荧光探针及其在试纸和活细胞中的应用。

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

机构信息

College of Chemistry and Materials Science, Nanjing Normal University, Nanjing 210023, PR China.

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.

出版信息

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

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.

摘要

一种新型简单且易于合成的用于半胱氨酸(Cys)的荧光探针 4-(苯并[d]噻唑-2-基)-1,3-亚苯基双(2-氯乙酸酯)(BPBC)被报道。该探针是基于一种激发态分子内质子转移(ESIPT)染料:苯并噻唑和苯并噻唑中的两个氯乙酸酯基团设计的,作为 Cys 的反应位点。它对 Cys 具有高选择性和灵敏度,对其他氨基酸包括类似结构的同型半胱氨酸(Hcy)和谷胱甘肽(GSH)也具有高选择性和灵敏度。此外,探针 BPBC 成功地应用于活细胞内生物成像中的细胞内 Cys,具有低细胞毒性。更重要的是,开发了一种基于探针 BPBC 的用于 Cys 检测的纸试条系统,方便使用。

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