A novel turn-on fluorescent probe for selective sensing and imaging of glutathione in live cells and organisms
A novel turn-on fluorescent probe for selective sensing and imaging of glutathione in live cells and organisms
复制标题
一种新型开启荧光探针，用于活细胞和生物体中谷胱甘肽的选择性传感和成像
DOI：
10.1039/c9an00115h
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发表时间：
2019-05-21
期刊：
影响因子：
4.2
通讯作者：
Zhang, Zhichao
中科院分区：
文献类型：
--
作者：
Zhang, Xiaodong;Wang, Ziqian;Zhang, Zhichao
We synthesized six 1-oxo-1H-phenalene-2,3-dicarbonitrile (OPD)-based probes with various leaving groups using an arylthioether linker and for the first time identified the probe O-NH2 capable of highly selective detection of glutathione over cysteine/homocysteine in vitro and in vivo based on an aromatic nuclear substitution reaction (SNAr) mechanism. The fluorescence of the probe O-NH2 was quenched because of the photoinduced electron transfer (PET) process, but switched on by a glutathione- triggered specific recognition reaction between the probe O-NH2 and glutathione. The recognition mechanism for glutathione was explored and verified by theoretical calculations and ESI-MS analysis. Using O-NH2 as the probe, the GSH fluorescence images were demonstrated in HeLa cells and the intracellular GSH levels in different imatinib-resistant K562 tumor cells were firstly determined. Further, O-NH2 was utilized to detect glutathione in D. magna and zebrafish embryos. The combined results indicate that O-NH2 can be applied as an effective tool for detecting glutathione in biological investigations.
