基于新型不对称BODIPY的GSH荧光探针

本文通过在BODIPY母体中引入丙二腈,设计合成了一个新型不对称BODIPY荧光染料CN-B-Cl。由于丙二腈强吸电作用,荧光染料CN-B-Cl具有优异的化学活性,能够与含巯基的化合物在buffer体系中迅速发生芳香亲核取代反应;与GSH反应生成硫取代BODIPY,而与Cys/Hcy反应生成氮取代BODIPY。根据不同取代基BODIPY化合物发光性能的不同,该荧光探针可选择性区分GSH与Cys/Hcy。

A BODIPY-based Fluorescent Probe for Selective Detection of GSH

Here,a BODIPY-based dye was constructed by appending malononitrile,an electron acceptor,to the BODIPY core via a vinylene bridge.The designed BODIPY proceeded aromatic nucleophilic substitution (SNAr) toward sulfhydryl-containing nucleophiles in buffer systems.Experimental data demonstrated that the reactions between CN-B-Cl and thiol-containing amino acids (GSH,Cys/Hcy) produced different BODIPYs with distinct fluorescent signals,thus allowing CN-B-Cl for discriminating GSH from Cys/Hcy.