基于水解识别机制的过氧化亚硝酸盐荧光探针的合成及性质研究  

Synthesis and properties of peroxynitrite fluorescent probe based on hydrolysis recognition mechanism

作　　者：何潞潞 张珍 李佳佳[1] 曾竟[1] HE Lu-lu;ZHANG Zhen;LI Jia-jia;ZENG Jing(School of Chemistry&Chemical Engineering,Xinjiang Normal University,Urumqi 830054,China)

机构地区：[1]新疆师范大学化学化工学院,新疆乌鲁木齐830054

出　　处：《现代化工》2023年第12期230-236,共7页Modern Chemical Industry

基　　金：新疆维吾尔自治区自然科学基金项目(2022D01A95);新疆师范大学优秀青年教师科研启动基金项目(XJNU202013)。

摘　　要：以典型聚集诱导发光(AIE)性质的四苯乙烯基为荧光母体,通过酯基连接上水溶性佳的聚乙二醇基合成了具有AIE特性的化合物TPE-PEG_(2000)-TPE;利用光谱法研究探针TPE-PEG_(2000)-TPE的光学性能,结果表明,探针在DMF/H_(2)O混合溶液中具有典型的AIE性能,其溶液(探针溶液浓度为10μmol/L,DMF/H_(2)O体积比为1/4,在PBS缓冲溶液中pH值为7.4)对ONOO^(-)表现出“turn-off”特异性识别,猝灭比可达97.86%,检出限为1.26×10^(-6)mol/L,具有较好的选择性、较高的灵敏度和较大的Stokes位移(164 nm)。通过薄层色谱法和高分辨质谱法对探针识别ONOO^(-)的机制进行研究,结果表明,该探针通过酯基水解生成TPE-COOH,进而使荧光发生变化,实现对ONOO^(-)的特异性识别。TPE-PEG2000-TPE,a compound with aggregation-induced luminescence(AIE)characteristics,is synthesized by using tetraphenylethylene group with typical AIE property as the fluorescent parent through the ester group connecting water-soluble polyethylene glycol group.The optical properties of TPE-PEG2000-TPE probe are studied by means of spectroscopy,and it is shown that TPE-PEG2000-TPE probe has a typical AIE performance in a DMF/H_(2)O mixed solution.The solution of TPE-PEG2000-TPE probe(10μmol/L,v/v,1/4,PBS,pH=7.4)shows a“turn-off”specific recognition to ONOO-,with a quenching ratio of 97.86%and a detection limit of 1.26×10^(-6)mol·L^(-1),and also presenting a better selectivity,a relatively high sensitivity and a large Stokes displacement(164 nm).It is indicated through exploring the recognition mechanism of the probe for ONOO^(-)by TLC and ESI-MS that this probe generates TPE-COOH through ester group hydrolysis,which enables specific recognition of ONOO^(-).

关 键 词：四苯乙烯 聚集诱导发光 过氧化亚硝酸盐 荧光探针 

分 类 号：O621.2[理学—有机化学]