特异性识别半胱氨酸荧光探针的合成及细胞成像研究

Synthesis of a Fluorescence Probe for Specific Cysteine Recognition and Its Cell Imaging Study

基于光诱导电子转移(PET)机制,利用Cys亲核性较强,能够与探针分子发生亲核取代反应,使丙烯酰基离去,使探针分子体系内PET过程失效,合成了一种特异性识别半胱氨酸的荧光探针。当向探针溶液分别加入多种测试物时,除与Cys结构类似的Hcy和GSH会引起探针溶液微弱的荧光变化外,其他氨基酸均不会引起探针溶液荧光强度的变化,该探针对Cys具有良好的选择性和灵敏度,可在生理条件下检测Cys,并且区分Hcy和GSH。同时,该探针成功实现了细胞内Cys的荧光成像,为在生物学及医学中的实际应用建立了一种特异性识别Cys的分析方法。

In this paper,based on the photoinduced electron transfer(PET)mechanism,a specific cysteine fluorescence probe was successfully synthesized.The probe molecules reacted with Cys to make nucleophilic substitution because of its strong nucleophilicity,resulting in the departure of acryl and inhibiting the PET process of probe molecular system.When adding a variety of test analytes into the probe solution,only Hcy and GSH,which have a similar structure with Cys,led to a weak fluorescence variation of probe solution,other amino acids could make no change of the fluorescence intensity.With good selectivity and sensitivity to Cys,the probe could be used to detect Cys under physiological conditions,and distinguish Hcy and GSH.Meanwhile,the probe successfully realized the fluorescence imaging of Cys in cells,and established a specific Cys recognition analysis method for practical applications in biology and medicine.