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一种基于光诱导电子转移的新型生物硫醇荧光开启探针及其在活细胞中的应用。

A new fluorescence turn-on probe for biothiols based on photoinduced electron transfer and its application in living cells.

作者信息

Wang Jianxi, Zhou Cheng, Zhang Jianjian, Zhu Xinyue, Liu Xiaoyan, Wang Qin, Zhang Haixia

机构信息

Key Laboratory of Nonferrous Metals Chemistry and Resources Utilization of Gansu Province, State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, PR China.

Department of Cell Biology, School of Life Sciences, Lanzhou University, Lanzhou 730000, PR China.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2016 Sep 5;166:31-37. doi: 10.1016/j.saa.2016.05.004. Epub 2016 May 5.

Abstract

A new biothiol-selective fluorescent probe 1 based on photoinduced electron transfer (PET) mechanism was designed and synthesized. The UV-Vis absorption and fluorescent emission properties of probe 1 towards various analytes were studied in detail. The probe exhibited a large stokes shift (~200nm) after reacted with biothiols and could selectively detect cysteine (Cys) in dimethyl sulfoxide (DMSO)/H2O solution (9:1, v/v, 10mM phosphate buffer saline, pH3.5) over glutathione (GSH), homocysteine (Hcy) and other analytes with a detection limit of 0.117μM. In addition, probe 1 responded well to GSH, Hcy and Cys in the same above solution with pH5.5 and got the detection limits of 0.151μM, 0.128μM and 0.037μM, respectively. Probe 1 was of very low cytotoxicity and successfully applied for imaging of thiols in living cells.

摘要

设计并合成了一种基于光诱导电子转移(PET)机制的新型生物硫醇选择性荧光探针1。详细研究了探针1对各种分析物的紫外-可见吸收和荧光发射特性。探针1与生物硫醇反应后表现出较大的斯托克斯位移(约200nm),在二甲基亚砜(DMSO)/水(9:1,v/v,10mM磷酸盐缓冲盐水,pH3.5)溶液中能选择性地检测半胱氨酸(Cys),优于谷胱甘肽(GSH)、同型半胱氨酸(Hcy)和其他分析物,检测限为0.117μM。此外,在上述pH5.5的相同溶液中,探针1对GSH、Hcy和Cys也有良好响应,检测限分别为0.151μM、0.128μM和0.037μM。探针1具有非常低的细胞毒性,并成功应用于活细胞中硫醇的成像。

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