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流动相组成对使用苯基氨基甲酸酯β-环糊精键合手性固定相分离普萘洛尔对映体的影响。

Effect of mobile phase composition on the separation of propranolol enantiomers using a perphenylcarbamate beta-cyclodextrin bonded chiral stationary phase.

作者信息

Chin C B, Fu P, Ng S C, Xu Y K

机构信息

Department of Chemical and Environmental Engineering, National University of Singapore, Singapore.

出版信息

J Chromatogr A. 2000 Nov 10;898(1):53-61. doi: 10.1016/s0021-9673(00)00859-1.

Abstract

An analytical column packed with a novel perphenylcarbamate beta-cyclodextrin bonded chiral stationary phase was used to separate propranolol enantiomers. Good separation results were obtained using triethylammonium acetate (TEAA) buffer and methanol mixtures as the mobile phase. Effects of the methanol concentration, buffer concentration and pH value on the retention and the enantioselectivity of propranolol enantiomers were investigated on this column. The retention times and the separation factor decrease with increase of the methanol concentration as expected in reversed-phase HPLC. At trace TEAA amount, the solute eluted out with anti-Langmuirian band profiles, their retention times decreased quickly with increase of TEAA concentration and attained a minimum at a TEAA concentration of 20 ppm. Above 20 ppm, solute band profiles changed to a Langmuirian shape, the retention times of enantiomers increased with increasing buffer concentration, and eventually, they attained asymptotes at ca. 1% TEAA. A simulation considering the different interactions between the solute and the additive at above and below 20 ppm TEAA concentration as well as system peaks interference can successfully explain the anti-Langmuirian band profiles and the retention time variation trend.

摘要

使用填充有新型对苯基氨基甲酸酯β-环糊精键合手性固定相的分析柱分离普萘洛尔对映体。以醋酸三乙铵(TEAA)缓冲液和甲醇混合物作为流动相,获得了良好的分离结果。研究了甲醇浓度、缓冲液浓度和pH值对该柱上普萘洛尔对映体保留和对映选择性的影响。如反相高效液相色谱中预期的那样,保留时间和分离因子随甲醇浓度的增加而降低。在痕量TEAA时,溶质以反朗缪尔峰形洗脱,其保留时间随TEAA浓度的增加而迅速降低,并在20 ppm的TEAA浓度下达到最小值。高于20 ppm时,溶质峰形变为朗缪尔形,对映体的保留时间随缓冲液浓度增加而增加,最终在约1% TEAA时达到渐近线。考虑到在20 ppm TEAA浓度上下溶质与添加剂之间不同的相互作用以及系统峰干扰的模拟可以成功解释反朗缪尔峰形和保留时间变化趋势。

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