多羧酸受体荧光探针的识别位点设计与机制研究  

Research on recognition sites and mechanism of polycarboxyl-receptor fluorescent probes

作　　者：成昭[1] 徐玥[1] 郑蕾[1] 何昊[1] CHENG Zhao;XU Yue;ZHENG Lei;HE Hao(School of Pharmacy,Xi'an Medical University,Xi'an 710021,China)

机构地区：[1]西安医学院药学院,陕西西安710021

出　　处：《化学工程师》2022年第8期10-15,共6页Chemical Engineer

基　　金：陕西省科技厅项目(2022JM-542);西安市科协青年人才托举计划项目(095920221366)。

摘　　要：以苯乙烯类发色团苯并咪唑作为荧光基团、多羧酸受体作为识别基团,定向构筑荧光探针结构,合成得到一系列结构相似、仅识别位点有差异性的多羧酸受体荧光探针,借以实现对探针与目标物结合过程的识别机制研究。以苯胺、2-氨基苯酚、3-氨基苯酚等作为起始原料,构建柔性羧酸链作为目标物结合位点,引入两个识别位点、邻位3个识别位点与间位3个识别位点,合成得到探针T1~T3。离子识别实验显示,探针T1~T3表现识别性能的差异性,其中,T2对Zn^(2+)、Cu^(2+)、Hg^(2+)表现特征响应,能够与上述目标物1:1定量结合,荧光性能稳定、线性关系良好,可用于浓度数量级为μmol·L范围目标离子的定性检测和定量分析。通过识别位点数目与空间排布的差异性设计,进而调控探针与目标物的结合能力,辅助荧光、紫外等光谱学分析手段,初步阐明探针与目标物识别作用的可能机制。By incorporating polycarboxylic receptor and benzimidazole as the fluorophore and with the only difference in the recognition sites, a series of polycarboxyl-receptor fluorescent probes T1 ~T3 were synthesized and applied to analyze the mechanism of probe-target recognition. Aniline, 2-aminophenol and 3-aminophenol were used as the initial materials for the synthesis of probes T1~T3, then two, ortho-and meta-three recognition sites were introduced into the probe receptors to further illustrate the actual polycarboxyl-metal ion interactions of T1~T3. Obviously different properties of T1~T3 were given in the metal ions recognition experiments, among them, only probe T2 showed characteristic fluorescence responses towards Hg^(2+)/Cu^(2+)/Zn^(2+) with steady optical properties and good linear relationships, demonstrating 1:1 complexation stoichiometry, which could be applied to qualitative and quantitative detections of target ions at the concentration of μmol·L. In general, recognition sites design, combined with FS and UV-Vis analyses, indicated that the recognition properties and affinities of probes T1~T3 towards metal ions could be altered and adjusted, which could furtherly explore the possible polycarboxyl-metal ions interactions and combination mechanisms.

关 键 词：多羧酸受体 机制 分子内电荷转移 包合空腔 

分 类 号：O622.6[理学—有机化学]