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Synthesis and Characterization of D-/L-methionine Grafted PEDOTs for Selective Recognition of 3,4-Dihydroxyphenylalanine Enantiomers

Synthesis and Characterization of D-/L-methionine Grafted PEDOTs for Selective Recognition of 3,4-Dihydroxyphenylalanine Enantiomers

作     者:li-qi dong du-fen hu 段学民 zhi-peng wang kai-xin zhang xiao-fei zhu hui sun you-shan zhang 徐景坤 

作者机构:School of Pharmacy Jiangxi Science & Technology-Normal University Nanchang 330013 China 

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

年 卷 期:2016年第34卷第5期

页      面:563-577页

核心收录:

学科分类:081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070305[理学-高分子化学与物理] 080501[工学-材料物理与化学] 0805[工学-材料科学与工程(可授工学、理学学位)] 0703[理学-化学] 

基  金:supported by the National Natural Science Foundation of China(Nos.51263010 51303073 and 51272096) Natural Science Foundation of Jiangxi Province(No.20142BAB206028) the Science and Technology Landing Plan of Universities in Jiangxi Province(No.KJLD14069) Provincial Project for Postgraduate Innoviation in Jiangxi Science and Technology Normal University(No.YC2014-X27) 

主  题:PEDOT chiral polymerization methionine systematically voltammetry facile Recognition discrimination recognize 

摘      要:Two pairs of amino-acid functionalized poly(3,4-ethylenedioxythiophene)(PEDOT) derivatives, namely, poly(N-(tert-butoxycarbonyl)-L-methionyl(3,4-ethylenedioxythiophene-2'-yl)methylamide)(L-PEDOT-Boc-Met) and poly(N-(tertbutoxycarbonyl)-D-methionyl(3,4-ethylenedioxythiophene-2'-yl)methylamide)(D-PEDOT-Boc-Met); poly(L-methionyl(3,4-ethylenedioxythiophene-2'-yl)methylamide)(L-PEDOT-Met) and poly(D-methionyl(3,4-ethylenedioxythiophene-2'-yl)methylamide)(D-PEDOT-Met) were synthesized via chemical oxidative polymerization of corresponding monomers. The structural characterization, spectroscopic properties and thermal stability of these monomers and polymers were systematically explored by FTIR spectra, Raman spectra, XRD spectra, UV-Vis spectra and thermogravimetric analysis. As chiral electrode materials, these polymers were employed to successfully recognize 3,4-dihydroxyphenylalanine(DOPA) enantiomers by cyclic voltammetry(CV) in sulphuric acid solution. The measurement results reveal that the tendency was hetero-chiral interaction between L-PEDOT-Met/PVA/GCE and D-DOPA, D-PEDOT-Met/PVA/GCE and L-DOPA, respectively. Also, the mechanism of chiral discrimination was discussed. All the results implied that the combination of electrochemical molecular recognition technology and chiral PEDOT materials can be a promising approach for chiral recognition and may open new opportunities for facile, biocompatible, sensitive and robust chiral assays in biochemical applications.

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