Lelièvre F, Gueit C, Gareil P, Bahaddi Y, Galons H
Laboratoire d'Electrochimie et de Chimie Analytique (URA CNRS 216), Ecole Nationale Supérieure de Chimie de Paris, France.
Electrophoresis. 1997 Jun;18(6):891-6. doi: 10.1002/elps.1150180607.
The purity and enantioselectivity of a novel chiral agent, the zwitterionic mono-(6-delta-glutamylamino-6-deoxy)-beta-cyclodextrin (beta-CD-Glu), were studied by capillary electrophoresis. Chiral separation of the enantiomers of chlorthalidone was obtained at pH 2.3, a pH at which beta-CD-Glu is partially protonated. Comparison with the cationic mono-(6-amino-6-deoxy)-beta-cyclodextrin (beta-CD-NH2) enantioselectivity clearly shows that the greater the difference in mobility between the free analyte and the analyte-cyclodextrin complex, the better the resolution. Hydrobenzoin enantiomers were separated at pH 11.2, a pH at which beta-CD-Glu is anionic. Under these conditions, the migration order was opposite to that observed in the presence of beta-CD-NH2 at pH 2.3. When no separation was obtained directly with beta-CD-Glu, a dual cyclodextrin system was developed. Carprofen enantiomers were resolved at pH 2.3 in the presence of a beta-CD-Glu/trimethyl-beta-cyclodextrin (TM-beta-CD) system in which the charged CD confers a non-zero mobility to the analyte, while the neutral CD allows chiral recognition.
采用毛细管电泳法研究了一种新型手性试剂两性离子单（6 - δ - 谷氨酰胺基 - 6 - 脱氧） - β - 环糊精（β - CD - Glu）的纯度和对映体选择性。在pH 2.3（此时β - CD - Glu部分质子化）条件下实现了氯噻酮对映体的手性分离。与阳离子单（6 - 氨基 - 6 - 脱氧） - β - 环糊精（β - CD - NH₂）的对映体选择性比较表明，游离分析物与分析物 - 环糊精复合物之间的迁移率差异越大，分离效果越好。在pH 11.2（此时β - CD - Glu呈阴离子态）条件下分离了氢化苯偶姻对映体。在此条件下，迁移顺序与在pH 2.3时β - CD - NH₂存在下观察到的相反。当直接用β - CD - Glu无法实现分离时，开发了一种双环糊精体系。在β - CD - Glu/三甲基 - β - 环糊精（TM - β - CD）体系存在下，于pH 2.3实现了卡洛芬对映体的拆分，其中带电的环糊精赋予分析物非零迁移率，而中性环糊精则实现手性识别。
