Boc-phenylalanine Grafted Poly(3,4-propylenedioxythiophene) Film for Electrochemically Chiral Recognition of 3,4-Dihydroxyphenylalanine Enantiomers

作     者：Jun-Long Niu Ke-Ke Chai Mei-Xing Zeng Tian-Tian Wang Chun-Yan Zhang Shuai Chen Jing-Kun Xu Xue-Min Duan 

作者机构：Jiangxi Provincial Key Laboratory of Drug Design and EvaluationSchool of PharmacyJiangxi Science & Technology Normal University School of Chemistry and Molecular EngineeringQingdao University of Science and Technology 

出 版 物：《Chinese Journal of Polymer Science》 (高分子科学（英文版）)

年 卷 期：2019年第37卷第5期

页      面：451-461页

核心收录：

学科分类：07[理学] 0703[理学-化学] 

基　　金：the National Natural Science Foundation of China(Nos.51762020 and 51603095) the Natural Science Foundation of Jiangxi Province(Nos.20171ACB20026 and20181BAB206015) the Jiangxi Provincial Department of Education(No.GJJ170662) the Innovation Driven"5511"the Natural Science Foundation of Jiangxi Province(No.20165BCB18016) Students Innovation and Entrepreneurship Training Program(No.20181204066) Projects for Postgraduate Innovation in Jiangxi(No.YC2017-X19) the Jiangxi Provincial Key Laboratory of Drug Design and Evaluation(No.20171BCD40015)for their financial support of this work 

主　　题：Chiral conducting polymer Amino acids Chiral sensors 3,4-Dihydroxyphenylalanine Electrochemistry 

摘      要：To prepare chiral monomer with single chiral center and higher stereospecificity, a pair of amino-functionalized chiral 3,4-propylenedioxythiophene(ProDOT) derivatives, chiral(3,4-dihydro-2 H-thieno[3,4-b][1,4]dioxepin-3-yl)methyl 2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoate(ProDOT-Boc-Phe), were synthesized. Chiral poly[(3,4-dihydro-2 H-thieno[3,4-b][1,4]dioxepin-3-yl)methyl2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoate](PProDOT-Boc-Phe) modified electrodes were synthesized via potentiostatic polymerization of chiral ProDOT-Boc-Phe. Chiral PProDOT-Boc-Phe films displayed good reversible redox activities. The enantioselective recognition between chiral PProDOT-Boc-Phe modified glassy carbon electrodes and DOPA enantiomers was achieved by different electrochemical technologies, including cyclic voltammetry(CV), square wave voltammetry(SWV), and differential pulse voltammetry(DPV).(D)-PProDOT-Boc-Phe and(L)-PProDOT-Boc-Phe showed higher peak current responses toward L-DOPA and DDOPA, respectively.