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) ...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.展开更多
基金supported by the National Natural Science Foundation of China(Nos.5126301051303073 and 51272096)+2 种基金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)
文摘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.