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一种手性离子液体功能化β-环糊精作为毛细管电泳手性选择剂的合成与应用

Synthesis and application of a chiral ionic liquid functionalized β-cyclodextrin as a chiral selector in capillary electrophoresis.

作者信息

Yu Jia, Zuo Lihua, Liu Hongjiao, Zhang Lijuan, Guo Xingjie

机构信息

Shenyang Pharmaceutical University, Shenyang, People's Republic of China.

出版信息

Biomed Chromatogr. 2013 Aug;27(8):1027-33. doi: 10.1002/bmc.2900. Epub 2013 Mar 22.

DOI:10.1002/bmc.2900
PMID:23526293
Abstract

A novel chiral ionic liquid functionalized β-cyclodextrin, 6-O-2-hydroxpropyltrimethylammonium-β-cyclodextrin tetrafluoroborate ([HPTMA-β-CD][BF4]), was synthesized and used as a chiral selector in capillary electrophoresis. [HPTMA-β-CD][BF4] not only increased the solubility in aqueous buffer in comparison with the parent compound, but also provided a stable reversal electroosmotic flow, and the enantioseparation of eight chiral drugs was examined in phosphate buffer containing [HPTMA-β-CD][BF4] as the chiral selector. The effects of the [HPTMA-β-CD][BF4] concentration and the background electrolyte pH were studied. Moreover, the chiral separation abilities of β-CD and [HPTMA-β-CD][BF4] were compared and possible mechanisms for the chiral recognition of [HPTMA-β-CD][BF4] are discussed.

摘要

合成了一种新型手性离子液体功能化的β-环糊精,即6-O-2-羟丙基三甲基氯化铵-β-环糊精四氟硼酸盐([HPTMA-β-CD][BF4]),并将其用作毛细管电泳中的手性选择剂。与母体化合物相比,[HPTMA-β-CD][BF4]不仅提高了在水性缓冲液中的溶解度,还提供了稳定的反向电渗流,并在含有[HPTMA-β-CD][BF4]作为手性选择剂的磷酸盐缓冲液中考察了8种手性药物的对映体分离。研究了[HPTMA-β-CD][BF4]浓度和背景电解质pH的影响。此外,比较了β-环糊精和[HPTMA-β-CD][BF4]的手性分离能力,并讨论了[HPTMA-β-CD][BF4]手性识别的可能机制。

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