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手性伪固定相胶束电动毛细管色谱法对手性药物对映体的拆分。

Enantioseparation by MEKC using a ligand exchange-based chiral pseudostationary phase.

机构信息

Département de Pharmacochimie Moléculaire UMR 5063 CNRS, Institut de Chimie Moléculaire de Grenoble FR 2607, Université Grenoble I (Joseph Fourier), UFR de Pharmacie, Grenoblex, France.

出版信息

Electrophoresis. 2009 Aug;30(16):2869-73. doi: 10.1002/elps.200800832.

DOI:10.1002/elps.200800832
PMID:19637217
Abstract

In this paper, a new ligand-exchange -MEKC mode, based on the design of a unique lipohilic species (4'-octadecylneamine derivative), which served both as micelle-forming surfactant (by its hydrophobic part) and central ion-complexing ligand (by its hydrophilic part) is described. The CMC of the used lipophilic neamine derivative was first determined by surface tension measurements. Subsequent NMR experiments were performed in order to investigate the Cu(II) binding properties of the neamine micellar phase. The enantioseparation properties of both the octadecylneamine derivative-Cu(II) MEKC and the native neamine-Cu(II) CE systems were evaluated and compared using the tryptophan racemate as a probe analyte. The effects of several different electrophoretic conditions on the enantiomer migration behavior in the ligand-exchange-MEKC mode were examined. The developed methodology was also applied to the enantioseparation of other analytes such as 1-methyl-tryptophan, 3,5-diiodo-tyrosine and 1-naphtyl-alanine.

摘要

本文描述了一种基于独特的亲脂性物质(4'-十八烷基胺衍生物)设计的新型配体交换-MEKC 模式。该亲脂性胺衍生物既可以作为胶束形成表面活性剂(通过其疏水部分),也可以作为中心离子络合配体(通过其亲水部分)。通过表面张力测量首次确定了所使用的亲脂性胺衍生物的 CMC。随后进行了 NMR 实验,以研究胺胶束相中 Cu(II)的结合特性。使用色氨酸外消旋体作为探针分析物,评估并比较了十八烷基胺衍生物-Cu(II)MEKC 和天然胺-Cu(II)CE 系统的对映体分离性能。考察了几种不同电泳条件对配体交换-MEKC 模式下对映体迁移行为的影响。所开发的方法还应用于其他分析物的对映体分离,如 1-甲基色氨酸、3,5-二碘酪氨酸和 1-萘基丙氨酸。

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