基于分子内电荷转移机制半胱氨酸荧光探针的合成及应用  

Synthesis and application of cysteine fluorescent probe based on intramolecular charge transfer mechanism

作　　者：初雨萌 张文鸽 吕文博 徐小翠 王婧涵 侯鹏[1] CHU Yu-meng;ZHANG Wen-ge;Lü Wen-bo;XU Xiao-cui;WANG Jing-han;HOU Peng(College of Pharmacy,Qiqihar Medical University,Qiqihar 161006)

机构地区：[1]齐齐哈尔医学院药学院

出　　处：《分析试验室》2019年第11期1315-1319,共5页Chinese Journal of Analysis Laboratory

基　　金：黑龙江省大学生创新创业训练计划项目(201811230060)资助

摘　　要：利用半胱氨酸(Cys)诱导的α,β-不饱和醛酮的加成环化反应来恢复探针的分子内电荷转移过程(ICT),成功合成一种专一性识别半胱氨酸的荧光探针。研究表明,探针分子仅对Cys具有显著的青色荧光增强响应,明显区分于非硫醇氨基酸和含硫醇氨基酸(同型半胱氨酸和谷胱甘肽),荧光可以恢复42倍,具有较好的稳定性。MDA-MB-231细胞内Cys的荧光成像证明了该有机分子具有潜在检测细胞内Cys的能力。The intramolecular charge transfer(ICT)process of the probe was restored by the addition and cyclization ofα,β-unsaturated aldehydes and ketones induced by cysteine(Cys).A fluorescent probe specifically recognizing cysteine was successfully designed and synthesized.The results showed that the probe molecule only had a significant blue fluorescence enhancement response to Cys,which was clearly distinguished from non-mercaptan amino acids and mercaptan-containing amino acids(homocysteine and glutathione).The fluorescence could be restored 42 folds,and the fluorescence probe had good stability.Fluorescence imaging of Cys in MDA-MB-231 cells demonstrated the potential of this organic molecule to detect Cys in cells.

关 键 词：专一性 识别 荧光探针 半胱氨酸 

分 类 号：R446[医药卫生—诊断学]