2-(2-羟基-3-甲氧基苯基)-C60的合成及在花椰菜花叶病毒启动子DNA传感检测中的应用  

Synthesis of 2-(2-Hydroxy-3-methoxyphenyl)-C and Its Application for Sensing of Cauliflower Mosaic Virus 35S Promotor

作　　者：吴杨仪 陈建平 艾益静 汪庆祥 高飞 高凤 WU Yangyi;CHEN Jianping;Ai Yijing;WANG Qingxiang;GAO Fei;GAO Feng(College of Chemistry and Environment,Fujian Provincial Key Laboratory of Modern Analytical Science and Separation Technology,Minnan Normal University,Zhangzhou 363000,China)

机构地区：[1]闽南师范大学化学化工与环境学院,福建省现代分离分析科学与技术重点实验室,漳州363000

出　　处：《高等学校化学学报》2021年第6期1754-1760,共7页Chemical Journal of Chinese Universities

基　　金：国家自然科学基金(批准号:20805041);福建省自然科学基金(批准号:2019J05108)资助。

摘　　要：通过1,3-偶极[3+2]环加成反应,合成了2-(2-羟基-3-甲氧基苯基)-C60吡咯烷衍生物(HMP-C_(60));采用红外光谱、紫外吸收光谱、元素分析和液相色谱-质谱联用技术对产物的化学结构进行了表征.基于该衍生物具有功能性的含氮和含氧基团,通过滴涂法将其修饰在玻碳电极表面上,并以Zr^(4+)为桥联试剂将探针DNA通过5′-PO_(4)^(3-)组装到HMP-C60修饰电极表面,构建了基于HMP-C60修饰电极的电化学DNA传感器.以[Fe(CN)6]3-/4-为电活性探针,对不同修饰电极进行了电化学表征,并采用电化学交流阻抗法考察了该传感器对花椰菜花叶病毒(Ca MV35S)启动子特征片段的分析性能.实验结果表明,在1.0×10^(-13)~1.0×10^(-9)mol/L浓度范围内,该电化学传感器电子转移阻抗变化值(ΔRet)与目标序列浓度对数(lgcS2)呈现良好的线性关系,检出限为4.0×10^(-14)mol/L(S/N=3).该传感器能有效识别完全互补序列、碱基错配序列和非互补序列,表现出良好的选择性.A new pyrrolidine derivative of 2-(2-hydroxy-3-methoxyphenyl)-C60pyrrolidine derivative(HMP-C_(60))was synthesized by a 1,3-dipolar[3+2]cycloaddition reaction,and the chemical structure of the product was characterized by means of infrared spectroscopy,ultraviolet absorption spectroscopy,elemental analysis and LC-MS.The HMP-C_(60)was then immobilized on the surface of the glassy carbon electrode by coating.Then,on the basis of the strong coordination between Zr4+and the oxygen-containing groups,Zr^(4+)was used as a bridging reagent to tether probe DNA with the 5′-end modified phosphate group on the surface of the HMP-C_(60)modified electrode.Thus,an electrochemical DNA sensor based on HMP-C60modified electrode was constructed.Using[Fe(CN)6]^(3-/4-)as the electroactive probe,the electrochemical characterization of different modified electrodes was carried out,and the performance of the sensors for analyzing the characteristic DNA fragments of cauliflower Mosaic virus(Ca MV35S)promoter was investigated by impedance method.The experimental results showed that in the concentration range of 1.0×10^(-13)—1.0×10^(-9)mol/L,the electron transfer impedance changes(ΔRet)of the biosensor had a good linear relationship with the logthrim values of the target DNA concentrations(lgcS2),and the detection limit was estimated to be 4.0×10^(-14)mol/L(S/N=3).The biosensor can effectively identify complementary sequences,base-mismatched sequences and non-complementary sequences,showing a good selectivity.

关 键 词：富勒烯 吡咯烷衍生物 加成反应 DNA电化学传感器 阻抗法 

分 类 号：O657[理学—分析化学]