基于二氰基异佛尔酮的新型比率型荧光探针检测活细胞中的ClO^(-)  

A Novel Ratio Fluorescent Probe Based on Dicyanisophorone for the Detection of ClO^(-)in Living Cells

作　　者：阴彩霞[1] 李莎 霍方俊[2] YIN Caixia;LI Sha;HUO Fangjun(Key Laboratory of Chemical Biology and Molecular Engineering of Ministry of Education,Key Laboratory of Materials for Energy Conversion and Storage of Shanxi Province,Institute of Molecular Science,Shanxi University,Taiyuan 030006,China;Institute of Applied Chemistry,Shanxi University,Taiyuan 030006,China)

机构地区：[1]山西大学分子科学研究所,化学生物学与分子工程教育部重点实验室,能量转换与存储材料山西省重点实验室,山西太原030006 [2]山西大学应用化学研究所,山西太原030006

出　　处：《山西大学学报（自然科学版）》2021年第5期933-942,共10页Journal of Shanxi University(Natural Science Edition)

基　　金：国家自然科学基金(21775096,22074084)。

摘　　要：次氯酸根(ClO^(-))作为活性氧(ROS)在许多生理和病理过程中起着重要作用。低浓度的ClO^(-)可以杀死免疫系统中入侵的病原体和细菌,但是高浓度的ClO^(-)会引起许多疾病,甚至是癌症。因此设计一种对ClO^(-)超快速响应的荧光探针至关重要。因此,文章基于分子内电荷转移(ICT)效应,设计并合成了以二氰基异佛尔酮(DCI)作为受体和噻吩醛作为供体的一种用于检测ClO^(-)的荧光探针(E)-2-(3-(2-(5-(4-(二甲氨基)苯基)噻吩-2-基)乙烯基)-5,5二甲基环己-2-烯-1-亚基)丙二腈(简称YN)。该探针可高效检测ClO^(-),响应速度快(8 s),检测限低(0.8μmol/L),具有良好的光稳定性,并在565 nm处有黄色发射峰。当加入ClO^(-)时,会发生蓝移在500 nm处产生蓝光发射峰。此外,细胞成像实验表明YN可以成功识别HeLa细胞中外源性ClO^(-)。Hypochlorite(ClO^(-))as reactive oxygen species(ROS)plays an important role in many physiological and pathological processes.The low concentration of ClO^(-)can kill invading pathogens and bacteria in the immune system,however,high concentra‐tion of ClO^(-)can cause many diseases,even cancer.Therefore,it is very important to design a fluorescent probe with ultra-fast re‐sponse to ClO^(-).Based on the intramolecular charge transfer(ICT)effect,we designed and synthesized a fluorescent probe for the detection of ClO^(-)with dicyanoisophorone(DCI)as the acceptor and thiophene aldehyde as the donor((E)-2-(3-(2-(5-(4-(dimethyl‐amino)phenyl)thiophen-2-yl)vinyl)-5,5-dimethylcyclohex-2-en-1-ylidene)malononitrile)malononitrile(YN for short).The probe can efficiently detect ClO^(-),has a fast response speed(8 s),low detection limit(0.8μmol/L),good photostability,and a yellow emis‐sion peak at 565 nm.With the addition of ClO^(-),the fluorescence emission peak shifted blue and gradually increased at 500 nm.In addition,the cell imaging experiments show that YN can successfully recognize exogenous ClO^(-)in HeLa cells.

关 键 词：荧光探针 次氯酸根 二氰基异佛尔酮 细胞成像 

分 类 号：O436[机械工程—光学工程]