A New Fluorescent Probe for Selective Detection of Endogenous Cysteine and Live Cell Imaging,ChemistrySelect

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A New Fluorescent Probe for Selective Detection of Endogenous Cysteine and Live Cell Imaging
ChemistrySelect ( IF 1.9 ) Pub Date : 2020-01-13 , DOI: 10.1002/slct.201904093
Yecheng Dang ₁ , Li Chen ₁ , Li Yuan ₂ , Junbo Li ₂ , Dugang Chen ₁

Affiliation

The detection of biothiols has attracted extensive interest owing to their vital importance in maintaining bioprocesses. Here, we reported a fluorescent probe MANK with facile preparation and excellent water solubility, which can effectively distinguish Cys from its two analogues glutathione (GSH) and homocysteine (Hcy) with a large “turn‐on” fluorescent signal of more than 40‐fold enhancement. Importantly, during the selective detection of Cys, the large concentration differences of three biothiols in living cells had been taken into account. The maleyl group in MANK acted both as a recognition site and fluorescence quenching group. And in the presence of Cys, the thiol group of Cys reacted with maleyl group of MANK by nucleophilic addition and the resulting adduct restored fluorescence emission with a high fluorescent quantum yield of 0.40 in phosphate buffered saline (PBS). Finally, it was successfully utilized to map the endogenous Cys in living cells by confocal microscopy.

中文翻译：

选择性检测内源性半胱氨酸和活细胞成像的新型荧光探针

由于生物硫醇在维持生物过程中至关重要，因此其检测引起了广泛的关注。在这里，我们报道了一种荧光探针MANK，具有易于制备和出色的水溶性，可以有效地将Cys与它的两个类似物谷胱甘肽（GSH）和高半胱氨酸（Hcy）区别开来，其“开启”荧光信号大于40倍增强。重要的是，在选择性检测Cys的过程中，已考虑到活细胞中三种生物硫醇的较大浓度差异。MANK中的马来基既充当识别位点，又充当荧光猝灭基团。和在半胱氨酸的存在下，半胱氨酸的硫醇基团与马来酰基基团反应MANK通过亲核加成反应，得到的加合物在磷酸盐缓冲盐水（PBS）中以0.40的高荧光量子产率恢复了荧光发射。最后，通过共聚焦显微镜成功地将其用于绘制活细胞中的内源半胱氨酸。

更新日期：2020-01-13

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