BODIPY-Based Ratiometric Fluorescent Sensor for Highly Selective Detection of Glutathione over Cysteine and Homocysteine,Journal of the American Chemical Society

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BODIPY-Based Ratiometric Fluorescent Sensor for Highly Selective Detection of Glutathione over Cysteine and Homocysteine
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2012-11-08 , DOI: 10.1021/ja309079f
Li-Ya Niu _{1,

2} , Ying-Shi Guan _{1,

2} , Yu-Zhe Chen ₁ , Li-Zhu Wu ₁ , Chen-Ho Tung ₁ , Qing-Zheng Yang ₁

Affiliation

We report a ratiometric fluorescent sensor based on monochlorinated BODIPY for highly selective detection of glutathione (GSH) over cysteine (Cys)/homocysteine (Hcy). The chlorine of the monochlorinated BODIPY can be rapidly replaced by thiolates of biothiols through thiol-halogen nucleophilic substitution. The amino groups of Cys/Hcy but not GSH further replace the thiolate to form amino-substituted BODIPY. The significantly different photophysical properties of sulfur- and amino-substituted BODIPY enable the discrimination of GSH over Cys and Hcy. The sensor was applied for detection of GSH in living cells.

中文翻译：

基于 BODIPY 的比率荧光传感器用于高选择性检测谷胱甘肽而不是半胱氨酸和同型半胱氨酸

我们报告了一种基于单氯化 BODIPY 的比率荧光传感器，用于高选择性检测谷胱甘肽 (GSH) 而不是半胱氨酸 (Cys)/高半胱氨酸 (Hcy)。单氯化 BODIPY 的氯可以通过硫醇 - 卤素亲核取代被生物硫醇的硫醇迅速取代。Cys/Hcy 而非 GSH 的氨基进一步取代硫醇盐以形成氨基取代的 BODIPY。硫代和氨基取代的 BODIPY 显着不同的光物理性质使 GSH 能够与 Cys 和 Hcy 区分开来。该传感器用于检测活细胞中的谷胱甘肽。

更新日期：2012-11-08

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