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一种用于体外检测生物硫醇的基于香豆素的荧光开启探针。

A coumarin-based fluorescent turn-on probe for detection of biothiols in vitro.

作者信息

Liu Mengqiang, Jiang Qian, Lu Zhiyun, Huang Yan, Tan Yanfei, Jiang Qing

机构信息

Key Laboratory of Green Chemistry and Technology (Ministry of Education), College of Chemistry, Sichuan University, Chengdu, 610064, China.

National Engineering Research Center for Biomaterials, Sichuan University, Chengdu, 610064, China.

出版信息

Luminescence. 2015 Dec;30(8):1395-402. doi: 10.1002/bio.2912. Epub 2015 Apr 29.

DOI:10.1002/bio.2912
PMID:25924593
Abstract

A novel fluorescent probe (CA-N) was designed and synthesized for detection of biothiols. CA-N displayed a strong fluorescence in the presence of biothiols with high sensitivity, and the mechanism for detection biothiols was based on the Michael addition reaction of a thiol group to α,β-unsaturated ketones. CA-N showed low detection limit for cysteine (Cys), homocysteine (Hcy), and glutathione (GSH), which were calculated as 3.16, 0.19 and 5.15 μM, respectively. At the same time, CA-N exhibited high selectivity toward biothiols compared with other biological amino acids. In vitro cell experiments proved that CA-N had no cytotoxicity, high cell permeability and could be employed in living cell imaging for biothiols.

摘要

设计并合成了一种用于检测生物硫醇的新型荧光探针(CA-N)。CA-N在生物硫醇存在下表现出强烈荧光,具有高灵敏度,检测生物硫醇的机制基于硫醇基团与α,β-不饱和酮的迈克尔加成反应。CA-N对半胱氨酸(Cys)、同型半胱氨酸(Hcy)和谷胱甘肽(GSH)的检测限较低,分别计算为3.16、0.19和5.15 μM。同时,与其他生物氨基酸相比,CA-N对生物硫醇表现出高选择性。体外细胞实验证明,CA-N无细胞毒性,具有高细胞渗透性,可用于生物硫醇的活细胞成像。

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