Enantiomeric separations of cationic and neutral compounds by capillary electrochromatography with monolithic chiral stationary phases of β-cyclodextrin-bonded negatively charged polyacrylamide gels

被引:84
作者
Koide, T [1 ]
Ueno, K [1 ]
机构
[1] Shionogi & Co Ltd, Shionogi Res Labs, Fukushima Ku, Osaka 5530002, Japan
关键词
enantiomer separation; chiral stationary phases; electrochromatography; cationic compounds; neutral compounds; allyl carbamoylated beta-cyclodextrin derivatives;
D O I
10.1016/S0021-9673(00)00699-3
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Enantiomeric separation by capillary electrochromatography with beta-cyclodextrin-bonded negatively charged polyacrylamide gels was examined. The columns used are capillaries filled with a negatively charged polyacrylamide gel, a so-called monolithic stationary phase, to which allyl carbamoylated beta-CD (AC-beta-CD) derivatives covalently bind. The capillary wall is activated first with a bifunctional reagent to make the resulting gel bind covalently to the inner surface of the fused-silica tubing. Enantiomeric separations of 15 cationic compounds were achieved using the above-mentioned columns and mobile phases of 200 mmol l(-1) Tris-300 mmol l(-1) boric acid buffer (pH 7.0 or 9.0) or 200 mmol l(-1) Tris-300 mmol l(-1) boric acid buffer (pH 7.0) containing an achiral crown ether (18-crown-6). Enantiomeric separations of two neutral compounds were also achieved using 200 mmol l(-1) Tris-300 mmol l(-1) boric acid buffer (pH 9.0) as a mobile phase. High efficiencies of up to 150 000 plates m(-1) were obtained. Both the within- and between-run reproducibilities of retention time and separation factor were good. The reproducibilities of retention time and separation factor for three different columns prepared from a different batch of monomers were acceptable. The gel-filled capillaries were stable for at least 3 months with intermittent use, utilizing the mobile phase of 200 mmol l(-1) Tris-300 mmol l(-1) boric acid buffer (pH 9.0). (C) 2000 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:177 / 187
页数:11
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