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Surface imprinted polymers recognizing amino acid chirality

机译:识别氨基酸手性的表面印迹聚合物

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摘要

A highly enantioselective polymer was prepared for the separation of optically active tryptophan methylester by a surface molecular imprinting technique. An organophosphorus compound was found to be effective as a functional host molecule for recognizing the chirality of the amino acid ester. The imprinted polymers exhibited a higher template effect toward the corresponding imprinted tryptophan methylester than its isomer and analogues, while a reference polymer prepared without an imprinting molecule did not show any selectivity toward the enantiomers. The enantioselective recognition was quantitatively evaluated by determination of the binding constants of the D- and L-tryptophan methylester to the imprinted polymers. Furthermore, the mechanism for producing enantioselectivity was deduced from FTIR and H-1-NMR spectra. Based on the results obtained we concluded that the enantiomeric selectivity was mainly caused by electrostatic and hydrogen bonding interactions between the functional organophosphorus molecule and the target tryptophan methylester on the polymer surface. (C) 2000 John Wiley & Sons, Inc. [References: 36]
机译:制备了高度对映选择性的聚合物,用于通过表面分子印迹技术分离旋光性色氨酸甲酯。发现有机磷化合物作为有效的功能分子,可以识别氨基酸酯的手性。印迹的聚合物对相应的印迹的色氨酸甲酯表现出比其异构体和类似物更高的模板作用,而没有印迹分子制备的参考聚合物对对映体没有任何选择性。通过确定D-和L-色氨酸甲酯与印迹聚合物的结合常数来定量评估对映选择性识别。此外,由FTIR和H-1-NMR谱推导了产生对映选择性的机理。基于获得的结果,我们得出结论,对映异构体的选择性主要是由功能性有机磷分子与聚合物表面上的目标色氨酸甲酯之间的静电和氢键相互作用引起的。 (C)2000 John Wiley&Sons,Inc. [参考:36]

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