Department of Analytical Chemistry, Faculty of Chemistry, University of Alcalá, Alcalá de Henares, Madrid, Spain.
Electrophoresis. 2011 Oct;32(19):2640-7. doi: 10.1002/elps.201100015. Epub 2011 Sep 8.
The enantiomer migration order (EMO) of ephedrine was investigated in the presence of various CDs in CE. The molecular mechanisms of chiral recognition were followed for the ephedrine complexes with native α- and β-CD and heptakis(2,3-di-O-acetyl-6-O-sulfo)-β-CD (HDAS-β-CD) by CE, NMR spectroscopy and high-resolution MS. Minor structural differences were observed between the complexes of ephedrine with α- and β-CD although the migration order of enantiomers was opposite when these two CDs were applied as chiral selectors in CE. The EMO was also opposite between β-CD and HDAS-β-CD. Significant structural differences were observed between ephedrine complexes with the native CDs and HDAS-β-CD. The latter CD was advantageous as chiral CE selector not only due to its opposite electrophoretic mobility compared with that of the cationic chiral analyte, but also primarily due to its enhanced chiral recognition ability towards the enantiomers of ephedrine.
在 CE 中研究了不同 CD 存在下麻黄碱的对映体迁移顺序 (EMO)。通过 CE、NMR 光谱和高分辨 MS，研究了麻黄碱与天然 α-和 β-CD 以及七（2,3-二-O-乙酰基-6-O-磺酸基）-β-CD（HDAS-β-CD）形成的配合物的手性识别的分子机制。尽管当这两种 CD 用作 CE 中的手性选择器时，对映体的迁移顺序相反，但麻黄碱与 α-CD 和 β-CD 形成的配合物之间观察到的结构差异很小。β-CD 和 HDAS-β-CD 之间的 EMO 也相反。与天然 CD 和 HDAS-β-CD 形成的麻黄碱配合物之间观察到显著的结构差异。后者 CD 作为手性 CE 选择器具有优势，不仅因为它与阳离子手性分析物的电泳迁移率相反，而且主要因为它对麻黄碱的对映体具有增强的手性识别能力。
