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阳离子和阴离子药物在α1-酸性糖蛋白键合固定相(EnantioPac)上的手性分离。II. 流动相添加剂和pH值对手性拆分和保留的影响。

Chiral separations of cationic and anionic drugs on an alpha 1-acid glycoprotein-bonded stationary phase (EnantioPac). II. Influence of mobile phase additives and pH on chiral resolution and retention.

作者信息

Schill G, Wainer I W, Barkan S A

出版信息

J Chromatogr. 1986 Sep 19;365:73-88. doi: 10.1016/s0021-9673(01)81544-2.

DOI:10.1016/s0021-9673(01)81544-2
PMID:3771707
Abstract

The influence of mobile phase additives and pH on chiral resolution and retention on a high performance liquid chromatographic chiral stationary phase composed of alpha 1-acid glycoprotein bonded to diethylaminoethyl silica (EnantioPac) has been investigated. Cationic and anionic compounds of widely differing structures were chromatographed and drastic effects on stereoselectivity were observed with hydrophobic charged modifiers. For cationic solutes, a decrease in the pH of the mobile phase from 7.0 to 6.0 gave reduced retention and, in some cases, improved selectivity when tetrabutylammonium or tetrapropylammonium bromide was used as modifier. For anionic solutes, a pH decrease from 6.6 to 6.1 gave enhanced retention but without a significant change in stereoselectivity. The steric bulk and hydrophobic moieties of the solute seem to have a strong influence on chiral selectivity. Widely different separating efficiencies were obtained with molecules of different structures.

摘要

研究了流动相添加剂和pH值对由键合到二乙氨基乙基硅胶(EnantioPac)上的α1-酸性糖蛋白组成的高效液相色谱手性固定相上的手性拆分和保留的影响。对结构差异很大的阳离子和阴离子化合物进行了色谱分析,发现使用疏水性带电改性剂时,对立体选择性有显著影响。对于阳离子溶质,当使用四丁基铵或四丙基溴化铵作为改性剂时,流动相的pH值从7.0降至6.0会导致保留率降低,在某些情况下,选择性提高。对于阴离子溶质,pH值从6.6降至6.1会提高保留率,但立体选择性没有显著变化。溶质的空间体积和疏水部分对手性选择性似乎有很大影响。不同结构的分子获得了广泛不同的分离效率。

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