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水-有机流动相中尺寸均匀的分子印迹聚合物对右氯苯那敏和右溴苯那敏的保留性及对映选择性

Retentivity and enantioselectivity of uniformly sized molecularly imprinted polymers for d-chlorpheniramine and -brompheniramine in hydro-organic mobile phases.

作者信息

Haginaka Jun, Kagawa Chino

机构信息

Faculty of Pharmaceutical Sciences, Mukogawa Women's University, 11-68 Koshien Kyuban-cho, Nishinomiya, Hyogo 663-8179, Japan.

出版信息

J Chromatogr B Analyt Technol Biomed Life Sci. 2004 May 5;804(1):19-24. doi: 10.1016/j.jchromb.2003.12.037.

DOI:10.1016/j.jchromb.2003.12.037
PMID:15093155
Abstract

Uniformly sized molecularly imprinted polymers (MIPs) for d-chlorpheniramine (CP) and -brompheniramine (BP) have been prepared by a multi-step swelling and polymerization method using methacrylic acid (MAA) or 2-(trifluoromethyl)acrylic acid (TFMAA) and ethylene glycol dimethacrylate (EDMA) as a functional monomer and cross-linker, respectively. The retentive and enantioselective properties of CP, BP and their structurally related compounds on the MIPs were evaluated using hydro-organic mobile phases. CP and BP enantiomers were retained the most as a monovalent cation on MAA-co-EDMA polymers and a divalent cation on TFMAA-co-EDMA polymers. Ion exchange and hydrophobic interactions could mainly work for the retention and enantioseparation of CP and BP on both MAA-co-EDMA and TFMAA-co-EDMA polymers in hydro-organic mobile phases. Though the respective MIPs gave the highest enantioselectivity for the template molecule, cross-reactivity for CP and BP was observed with them.

摘要

通过多步溶胀聚合方法,分别以甲基丙烯酸(MAA)或2-(三氟甲基)丙烯酸(TFMAA)为功能单体、乙二醇二甲基丙烯酸酯(EDMA)为交联剂,制备了尺寸均匀的用于右氯苯那敏(CP)和溴苯那敏(BP)的分子印迹聚合物(MIP)。使用水-有机流动相评估了CP、BP及其结构相关化合物在MIP上的保留和对映选择性。CP和BP对映体在MAA-co-EDMA聚合物上作为单价阳离子、在TFMAA-co-EDMA聚合物上作为二价阳离子保留最多。在水-有机流动相中,离子交换和疏水相互作用主要作用于CP和BP在MAA-co-EDMA和TFMAA-co-EDMA聚合物上的保留和对映体分离。尽管各自的MIP对模板分子具有最高的对映选择性,但观察到它们对CP和BP有交叉反应性。

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