State Key Laboratory of Ophthalmology, Optometry and Vision Science, School of Ophthalmology and Optometry, School of Biomedical Engineering, Wenzhou Medical University, Wenzhou 325027, China.
Department of Urology, Xiangya Hospital, Central South University, Changsha 410008, China.
Analyst. 2020 Jun 15;145(12):4239-4244. doi: 10.1039/d0an00582g.
The aim of this study was to overcome the reported shortcomings of the glutathione (GSH) detection of rhodamine-based fluorescent probes, such as poor selectivity to thiol groups and reversible unstable covalent binding with the thiol groups. Here, we have developed a simple and specific fluorescent probe based on rhodamine B, which can be used to selectively detect GSH in solution and perform bioimaging in living cells. This design strategy uses a specific reaction between allenamide and the GSH thiol group, which proceeds rapidly in a phosphate buffer/tetrahydrofuran (PBS/THF) mixture with specific selectivity, and forms a stable and irreversible conjugate. The combined simplicity and specificity of the recognition process enables it to serve as a fluorescent probe for detecting GSH level changes in living cells. Such a new recognizing strategy thus may open a new window for its further application in detecting GSH levels both in vitro and in vivo.
本研究旨在克服基于谷胱甘肽 (GSH) 的罗丹明荧光探针的报道缺陷，如对巯基基团的选择性差和与巯基基团的可逆不稳定共价结合。在这里，我们开发了一种基于罗丹明 B 的简单而特异的荧光探针，可用于选择性地检测溶液中的 GSH，并在活细胞中进行生物成像。这种设计策略利用了烯酰胺与 GSH 巯基之间的特异性反应，该反应在含磷酸盐缓冲液/四氢呋喃 (PBS/THF) 的混合物中快速进行，具有特定的选择性，并形成稳定且不可逆的共轭物。识别过程的简单性和特异性的结合使其可以用作荧光探针，用于检测活细胞中 GSH 水平的变化。这种新的识别策略可能为其进一步应用于体外和体内检测 GSH 水平开辟新的窗口。
