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一种基于香豆素的迈克尔加成型硫醇比色探针
引用本文:周先树,苗利强,刘滇生. 一种基于香豆素的迈克尔加成型硫醇比色探针[J]. 山西大学学报(自然科学版), 2012, 0(3): 525-528
作者姓名:周先树  苗利强  刘滇生
作者单位:山西大学应用化学研究所;液化空气(杭州)有限公司
基金项目:国家自然科学基金(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-3-氧代-2,3-二氢苯并[b]噻吩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3-氧代-2,3-二氢苯并[b]噻吩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.

关 键 词:香豆素  比色  硫醇

Synthesis and Absorption Spectra of a New Cumarin derivative as a Colorimetric Probe for Thiols
ZHOU Xian-shu,MIAO Li-qiang,LIU Dian-sheng. Synthesis and Absorption Spectra of a New Cumarin derivative as a Colorimetric Probe for Thiols[J]. Journal of Shanxi University (Natural Science Edit, 2012, 0(3): 525-528
Authors:ZHOU Xian-shu  MIAO Li-qiang  LIU Dian-sheng
Affiliation:1(1.Research Institute of Applied Chemistry,Shanxi University,Taiyuan 030006,China; 2.Air Liquide(Hangzhou) Co.,Ltd,Hangzhou 311112,China)
Abstract:A colorimetric probe for thiols was developed by using an cumarin derivative 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 electron-rich 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.
Keywords:coumarin  colorimetric  thiol
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