Kwaterczak Arkadiusz, Duszczyk Kazimiera, Bielejewska Anna
Institute of Physical Chemistry PAS, Kasprzaka 44/52, 01-224 Warsaw, Poland.
Anal Chim Acta. 2009 Jul 10;645(1-2):98-104. doi: 10.1016/j.aca.2009.04.049. Epub 2009 May 5.
Liquid chromatography (LC) and capillary electrophoresis (CE) are very widely used as chiral separation methods. In this publication we try to find if the results obtained in CE and LC with the chiral selector added to the electrolyte and the mobile phase, respectively, can be used as tools for studying weak stereoselective interactions, and how this information can be useful for optimizing chiral separation processes. The manuscript presents a systematic comparison of chiral discrimination of model compounds in HPLC and CE using neutral and negatively charged cyclodextrins. The enantiomeric separation of basic chiral pharmaceuticals such as pheniramine, brompheniramine, metoxyphenamine, cyclopentolate, doxylamine and ketamine was investigated in capillary electrophoresis (CE) and liquid chromatography (HPLC) using negatively charged sulfated-beta-cyclodextrin (S-beta-CD) and neutral cyclodextrins (CDs). The apparent stability constants between the model compounds and cyclodextrins were estimated in both techniques. We discuss the influence of the stability constant and K1/K2 ratio of the investigated complexes on chiral separation obtained in both techniques.
液相色谱(LC)和毛细管电泳(CE)作为手性分离方法被广泛应用。在本出版物中,我们试图探究分别在电解质和流动相中添加手性选择剂的CE和LC所获得的结果,是否可用作研究弱立体选择性相互作用的工具,以及该信息如何有助于优化手性分离过程。该手稿展示了使用中性和带负电荷的环糊精对模型化合物在HPLC和CE中的手性识别进行的系统比较。使用带负电荷的硫酸化β-环糊精(S-β-CD)和中性环糊精(CDs),在毛细管电泳(CE)和液相色谱(HPLC)中研究了诸如非尼拉敏、溴苯那敏、甲氧明、环喷托酯、多西拉敏和氯胺酮等碱性手性药物的对映体分离。在这两种技术中均估算了模型化合物与环糊精之间的表观稳定常数。我们讨论了所研究配合物的稳定常数和K1/K2比值对这两种技术中获得的手性分离的影响。