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手性离子液体协同作用增强毛细管电泳中天然 α-环糊精的对映选择性。

Enhanced enantioselectivity of native α-cyclodextrins by the synergy of chiral ionic liquids in capillary electrophoresis.

机构信息

School of Pharmacy, Jiangsu University, Zhenjiang, 212013, P. R. China.

Department of Pharmacy, Affiliated Hospital of Jiangsu University, Zhenjiang, 212013, P. R. China.

出版信息

J Sep Sci. 2018 Dec;41(24):4525-4532. doi: 10.1002/jssc.201800792. Epub 2018 Nov 2.

Abstract

In the cyclodextrins family, the native α-cyclodextrin has almost been abandoned in capillary electrophoresis chiral separation due to its much weaker enantioselectivity compared with β-cyclodextrin and their derivatives. In this work, several amino acid chiral ionic liquids were selected to establish synergistic enantioseparation systems with native α-cyclodextrin. Enhanced enantioselectivities were observed in the chiral ionic liquids/α-cyclodextrin synergistic systems compared with single α-cyclodextrin system. A series of comparison experiments were performed to demonstrate the superiority of the synergistic systems. Primary parameters affecting the enantioseparation were systematically optimized, including the type and concentration of chiral ionic liquids, α-cyclodextrin concentration, buffer pH, and applied voltage. Best separations of the model enantiomers were obtained in a 20 mM Tris/H PO buffer at pH 2.5 containing 3% (m/v) α-cyclodextrin and 30 mM tetramethylammonium-l-arginine. The results show that the α-cyclodextrin is also worth our attention when selecting chiral selectors for capillary electrophoresis enantioseparation of specific racemic compound.

摘要

在环糊精家族中,由于与 β-环糊精及其衍生物相比,天然 α-环糊精的对映选择性要弱得多,因此在毛细管电泳手性分离中几乎已经被放弃。在这项工作中,选择了几种氨基酸手性离子液体,与天然 α-环糊精建立协同手性分离体系。与单一的 α-环糊精体系相比,在手性离子液体/α-环糊精协同体系中观察到增强的对映选择性。进行了一系列对比实验,以证明协同体系的优越性。系统地优化了影响对映体分离的主要参数,包括手性离子液体的类型和浓度、α-环糊精浓度、缓冲液 pH 值和外加电压。在含有 3%(m/v)α-环糊精和 30 mM 四甲基胍-L-精氨酸的 20 mM Tris/H 3 PO 缓冲液 pH 2.5 下,获得了模型对映体的最佳分离。结果表明,在选择特定外消旋化合物的毛细管电泳对映体分离手性选择子时,α-环糊精也值得我们关注。

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