Rational design of a dual-reactive probe for imaging the biogenesis of both H₂S and GSH froml-Cys rather thand-Cys in live cells

Abstract

Biothiols and their interconversion are involved in cellular redox homestasis as well as many physiological processes. Here, a dual-reactive dual-quenching fluorescent probe was rationally developed based on thiolysis reactions of...

Activity-Based Fluorescent Probes for Hydrogen Sulfide and Related Reactive Sulfur Species

“…This probe was further used to image endogenous H 2 S in HepG2, MCF-7, and HeLa cells, differences in H 2 S levels between HepG2 and insulin-resistant HepG2 cells, and differences in H 2 S generation in normal versus diabetic mice. The combination of NBD-ether and NBD-piperazine motifs was demonstrated by Wang and Yi to develop probe 623 , which provided a signal from H 2 S and GSH, but not Cys . This probe was used to differentiate Cys metabolism of l -Cys versus d -Cys in the generation of Cys-derived H 2 S and GSH products.…”

“…The combination of NBD-ether and NBD-piperazine motifs was demonstrated by Wang and Yi to develop probe 623, which provided a signal from H 2 S and GSH, but not Cys. 642 This probe was used to differentiate Cys metabolism of L-Cys versus D-Cys in the generation of Cys-derived H 2 S and GSH products. Incorporating an NBD ether with a pyridyl disulfide ester motif, Maiti reported the dual functional probe 624 (TPE-NBD-D).…”

Research Progress of Multi-signal Fluorescent Probes for Simultaneous Detection of Biothiols

“…其中, Cys 既可以协助抗氧化剂 GSH 的合成, 保持细胞内氧化 还原稳态, 还可以利用谷胱甘肽二硫化物(GSSG)的可 逆氧化作用保护含硫醇的蛋白质和酶免受自由基、过氧 化物以及重金属的伤害 [7][8] . 体内正常水平的 Cys (30～ 200 μmol•L -1 )对保证蛋白质的三级和四级结构至关重 要 [9][10] , 同时 Cys 也是人体代谢中硫化物的重要来 源 [11][12] . 在一般情况下, 体内过量的 Cys 会导致类风湿 关节炎、 帕金森病及阿尔茨海默病等, Cys 缺乏会诱发儿 童生长发育迟缓、水肿、肝损伤和皮肤损伤等 [13][14] .…”