Juvancz Z, Markides K E, Jicsinszky L
VITUKI Plc., Institute for Water Pollution Control, Budapest, Hungary.
Electrophoresis. 1997 Jun;18(6):1002-6. doi: 10.1002/elps.1150180623.
Enantiomers of disopyramide display different biological actions, and therefore chiral selective analysis is necessary. Fifteen different cyclodextrins (CDs) and CD derivatives were tested as capillary electrophoresis (CE) additives for the chiral separation of disopyramide. Eleven types of CDs showed chiral recognition features and four types had a baseline or close to baseline separation. The best resolution (Rs = 3.0) was with 15 mM carboxymethylated beta-CD (pH 4.9). A sharp decrease in the selectivity of gamma-phosphate (gamma-PhoCD) was observed in the pH range of 2-3, indicating a structural change of gamma-PhoCD. The enantiomers of disopyramide were separated in its ionized as well as neutral forms using acidic substituted CDs. The results show that the size of the CD cavity can not be used as a guide to estimate chiral separations, suggesting a more complex separation mechanism of these CDs towards disopyramide.
丙吡胺的对映体表现出不同的生物活性,因此进行手性选择性分析是必要的。测试了十五种不同的环糊精(CDs)及其衍生物作为毛细管电泳(CE)添加剂用于丙吡胺的手性分离。十一种类型的CDs表现出手性识别特性,四种类型实现了基线或接近基线的分离。使用15 mM羧甲基化β-环糊精(pH 4.9)时分辨率最佳(Rs = 3.0)。在2-3的pH范围内观察到γ-磷酸化环糊精(γ-PhoCD)的选择性急剧下降,表明γ-PhoCD的结构发生了变化。使用酸性取代的环糊精,丙吡胺的对映体在其离子化形式和中性形式下均实现了分离。结果表明,环糊精空腔的大小不能用作估计手性分离的指导,这表明这些环糊精对丙吡胺的分离机制更为复杂。