高等学校化学学报

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L-组氨酸手性识别印迹固定相的制备及表征

张朝晖1,2, 张华斌1, 胡宇芳1, 刘丽1, 李辉1,2, 姚守拙2   

    1. 吉首大学化学化工学院, 吉首 416000;
    2. 湖南大学化学传感与计量国家重点实验室, 长沙 410082
  • 收稿日期:2008-06-30 修回日期:1900-01-01 出版日期:2008-10-10 发布日期:2008-10-10
  • 通讯作者: 张朝晖

Proparation and Characterization of Stereoselective L-Histidine Imprinted Microspheres

ZHANG Zhao-Hui1,2*, ZHANG Hua-Bin1, WU Yu-Fang1, LIU Li1, LI Hui1,2, YAO Shou-Zhuo2   

    1. College of Chemistry and Chemical Engineering, Jishou University, Jishou 416000, China;
    2. State Key Laboratory of Chemo/Biosensing and Chemometrics, Hunan University, Changsha 410082, China
  • Received:2008-06-30 Revised:1900-01-01 Online:2008-10-10 Published:2008-10-10
  • Contact: ZHANG Zhao-Hui

摘要: L-组氨酸为模板分子, 甲基丙烯酸为功能单体, 乙二醇二甲基丙烯酸酯为交联剂, 偶氮二异丁腈为引发剂, 在水-乙腈微乳体系中采用沉淀聚合方法制备了具有手性识别L-组氨酸功能的印迹微球. 采用静态平衡吸附实验及色谱分析探讨聚合微球对模板分子的选择识别吸附性能. 结果表明, 该印迹聚合物微球对模板分子存在两种结合位点, 最大表观结合量分别为33.04和24.16 μmol/g. 相对于常规的C18柱, 该印迹聚合物填充柱能够完全分离L-组氨酸和D-组氨酸, 分离度R为2.23, 选择因子为2.14. 利用差热分析、红外光谱及X射线衍射等技术表征聚合物微球的热性能及结构. 结果表明, 聚合物微球具有良好的热稳定性, 是一种具有部分晶体结构的聚合物.

关键词: 印迹聚合微球, L-组氨酸, 沉淀聚合, 高效液相色谱

Abstract: Stereoselective L-histidine imprinted microspheres(MIMs) were synthesized with precipitation polymerization using L-His as the template, methacrylic acid(MAA) as the functional monomer, ethylene glycol di-methacrylate(EGDMA) as the cross-linker, 2,2’-azobis-isobutyronitrile(AIBN) as the initiator, and water- acetonitrile microemulsion as dispersant. Equilibrium binding experiment and HPLC experiment were conducted to discuss the binding performance and the results show that two kinds binding sites is observed for the imprinted microspheres binding to the template with the maximum apparent binding constant 33.04 and 24.16 μmol/g, respectively. These imprinted microspheres exhibit an excellent stereoselectivity for L-histidine with the selective factor 2.14. The properties of polymers were characterized by IR spectra, thermalgravities analysis, and XRD, and the results indicate that the MIMs exhibit an excellent stability.

Key words: Molecularly imprinted microsphere, L-Histidine, Precipitation polymerization, High performance liquid chromatography

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