一种基于分子内环化反应的荧光触发型探针在硫化氢检测中的应用

An Intramolecular Cyclization-based Fluorogenic Chemodosimeter for Bioimaging of Hydrogen Sulfide

硫化氢是一种重要的气体信号分子,参与调节多种生物过程.对生物样品内的硫化氢进行选择性成像是理解其生理功能的一个重要手段.本研究报道一种具有新型反应机理的无荧光探针(DNP-CMP)在硫化氢检测中的应用.通过硫化氢介导硫解反应可脱除DNP-CMP的二硝基苯醚保护基,而暴露的羟基引发探针的分子内环化反应,生成荧光分子香豆素,从而实现硫化氢的低背景检测.DNP-CMP检测硫化氢的专一性高,可藉以实现细胞内硫化氢的荧光成像.

Hydrogen sulfide（H2S）is a gasotransmitter involved in a broad variety of biological processes,including cell signaling,vasodilation and inflammation.H2 S could be endogenously produced in various tissues,such as brain and colon,and the levels of endogenous H2 S are elevated under a number of pathological conditions.As such,methods enabling sensitive detection of H2 S in biological samples are highly desirable.Herein,we report a reaction-based assay of H2 S with a dinitrophenyl group-masked coumarin precursor（DNP-CMP）.Nonfluorescent DNP-CMP readily reacts with H2 S via tandem nucleophilic removal of DNP moiety and intramolecular cyclization to give highly fluorescent coumarin.The dose-dependent ＂turn-on＂ fluorescence and the high selectivity of DNPCMP towards H2 S over other biological thiols enable low background bioimaging of H2 S in living cells.