基于香豆素-茚满二酮共轭物的硫醇比色探针  

Cumarin-Indandione Conjugate as a Colorimetric Probe for Thiols

作　　者：周先树 苗利强 刘滇生[1] 

机构地区：[1]山西大学应用化学研究所,山西太原030006 [2]液化空气(杭州)有限公司,浙江杭州311112

出　　处：《中北大学学报（自然科学版）》2012年第3期300-303,共4页Journal of North University of China(Natural Science Edition)

基　　金：国家自然科学基金资助项目(20772074);山西省研究生创新项目(20093002)

摘　　要：基于硫醇对α,β-不饱和双键的亲核加成,设计合成了一种香豆素-1,3-茚满二酮加合物的比色硫醇探针.硫醇与探针发生迈克尔加成,打断了分子内的共轭体系,阻止了香豆素向缺电子的1,3-茚满二酮基团的分子内电荷转移,引起了吸收光谱上的蓝移和溶液颜色的变化(由紫蓝色变为无色).研究结果表明:在DMSO-PBS buffer(0.01M,pH=7.4,9∶1,v/v)体系中,探针1能够用于半胱氨酸(Cys),同型半胱氨酸(Hcy)和还原型谷胱甘肽(GSH)的高选择性裸眼识别,Cys的检出限为6.9×10-7mol/L.A colorimetric probe for thiols was developed by using a cumarin-indandione conjugate based on the Michael addition of thiol to α,β-unsaturated double bond.The Michael addition of a thiol group to Michael acceptor of 1 blocked the intramolecular charge transfer(ICT) from the electronrich diethylaminocoumarin group to the electron-poor Michael acceptor,leading to a blue shift in the absorption spectra with an evident color change from blueviolet to colorless.The probe exhibited higher selectivity toward thiols(Cys,Hcy and GSH) than other amino acids.And the detection limit for Cys was 6.9×10-7 mol/L.

关 键 词：香豆素 比色 硫醇 1 3茚满二酮 

分 类 号：O625[理学—有机化学]