One-step strategy for the synthesis of a derivatized cyclodextrin-based monolithic column.
One-step strategy for the synthesis of a derivatized cyclodextrin-based monolithic column.
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DOI：
10.1002/jssc.201400312
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发表时间：
2014-07
影响因子：
3.1
通讯作者：
Jialiang Guo;Qiaoxuan Zhang;Zhe Yao;Xianglong Zhao;Danni Ran;J. Crommen;Zhengjin Jiang
中科院分区：
文献类型：
--
作者：
Jialiang Guo;Qiaoxuan Zhang;Zhe Yao;Xianglong Zhao;Danni Ran;J. Crommen;Zhengjin Jiang
采用点击化学“一步法”制备了β-环糊精（β-CD）功能化整体柱。首先，通过甲基丙烯酸炔丙酯与单-6-叠氮基-β-CD的点击反应合成目标衍生化的β-CD单体，然后进行磺化或甲基化。最后，将衍生化的β-CD单体与乙二醇二甲基丙烯酸酯一步原位共聚制备整体柱。硫酸化的β-CD基整体柱成功地应用于核苷和小肽的亲水作用液相色谱分离，甲基化的β-CD功能化整体柱用于非极性化合物和药物对映体的毛细管反相液相色谱分离。用傅里叶变换红外光谱和质谱对单体的结构进行了表征。通过扫描电镜和微型高效液相色谱对整体柱的理化性质和柱性能进行了评价。这种策略具有相当大的前景，为其他衍生的CD-官能化的甲基丙烯酸酯整料的制备。
Derivatized β-cyclodextrin (β-CD) functionalized monolithic columns were prepared by a "one-step" strategy using click chemistry. First, the intended derivatized β-CD monomers were synthesized by a click reaction between propargyl methacrylate and mono-6-azido-β-CD and then sulfonation or methylation was carried out. Finally, monolithic columns were prepared through a one-step in situ copolymerization of the derivatized β-CD monomer and ethylene glycol dimethacrylate. The sulfated β-CD-based monolith was successfully applied to the hydrophilic interaction liquid chromatography separation of nucleosides and small peptides, while the methylated β-CD-functionalized monolith was useful for the separation of nonpolar compounds and drug enantiomers in capillary reversed-phase liquid chromatography. The structures of the monomers were characterized by Fourier transform infrared spectroscopy and mass spectrometry. The physicochemical properties and column performance of monoliths were evaluated by scanning electron microscopy and micro high performance liquid chromatography. This strategy has considerable prospects for the preparation of other derivatized CD-functionalized methacrylate monoliths.