A dual-response fluorescent probe for the discrimination of cysteine from glutathione and homocysteine

Abstract

A highly selective and sensitive turn-on fluorescent BODIPY-based probe for the simultaneous and selective detection of Cys and Hcy/GSH from dual emission channels was developed. The spatial steric hindrance of the methyl groups at 1- and 7-positions in BODIPY skeleton prevented intramolecular displacement of sulfur with amino group of Hcy but not of Cys. GSH molecular skeleton is larger and amino is far away from sulfydryl group, and the product of the reaction of probe with GSH canstay in thiol phase. Therefore, the probe was successfully applied to the detection of Cys from GSH/Hcy. The confocal microscopy experiments implied that this probe is a promising candidate for imaging of Cys and Hcy/GSH in Hela cells.

Keywords: BODIPY; Biothiols; Dual emission channels; Fluorescent probe.