Chankvetadze Bezhan, Burjanadze Naira, Maynard Dawn M, Bergander Klaus, Bergenthal Dieter, Blaschke Gottfried
Institute of Pharmaceutical and Medicinal Chemistry, University of Münster, Münster, Germany.
Electrophoresis. 2002 Sep;23(17):3027-34. doi: 10.1002/1522-2683(200209)23:17<3027::AID-ELPS3027>3.0.CO;2-V.
Twenty-three cationic chiral analytes were resolved in capillary electrophoresis using native beta-cyclodextrin and single isomer heptakis-(2-O-methyl-3,6-di-O-sulfo)-beta-cyclodextrin as chiral selectors. For 12 of 16 chiral analytes resolved with both chiral selectors the enantiomer migration order was opposite. In selected cases the structure of cyclodextrin-analyte complexes in aqueous solution was investigated using one-dimensional transverse rotating frame nuclear Overhauser and exchange spectroscopy. It was found that in contrast to mainly inclusion-type complexes between chiral analytes and beta-cyclodextrin, external complexes are formed between the chiral analytes and structurally crowded, highly charged heptakis-(2-O-methyl-3,6-di-O-sulfo)-beta-cyclodextrin.
使用天然β-环糊精和单一对映体七(2-O-甲基-3,6-二-O-磺基)-β-环糊精作为手性选择剂,在毛细管电泳中分离出23种阳离子手性分析物。对于用两种手性选择剂分离出的16种手性分析物中的12种,对映体迁移顺序相反。在选定的情况下,使用一维横向旋转框架核Overhauser和交换光谱研究了水溶液中环糊精-分析物复合物的结构。结果发现,与手性分析物和β-环糊精之间主要为包合型复合物不同,手性分析物与结构拥挤、高电荷的七(2-O-甲基-3,6-二-O-磺基)-β-环糊精之间形成了外部复合物。