Institute of Biomolecular Chemistry, Chemical Research Center, Hungarian Academy of Sciences, H-1525 Budapest, POB 17, Hungary.
J Pharm Biomed Anal. 2010 Nov 2;53(3):382-8. doi: 10.1016/j.jpba.2010.04.026. Epub 2010 Apr 28.
Chiral separation of 19 pairs of cis-beta-lactam (BL) stereoisomers of pharmacological importance was examined by capillary electrophoresis using cyclodextrin (CD) derivatives. In order to select the most effective conditions separating the highest number of stereoisomers of BLs, single carboxymethyl alpha-, beta- and gamma-, as well as sulfobutyl beta-CD derivatives were applied. Additionally, carboxymethyl and sulfobutyl beta-CD derivatives complemented with neutral beta-CD derivatives as dual CD systems were tested. Both the composition and concentration of applied selectors and the pH of background electrolyte were selected. In single systems the structural characteristics of BLs and the complex forming affinity were correlated. Most BLs provided optimal complexation with beta-CD derivatives. In conclusion, the efficiency of combining sulfobutyl-beta-CD and permethylated beta-CD was superior to other single and dual CD systems applied. This method successfully separated each pair of stereoisomers investigated.
手性拆分具有药理重要性的 19 对顺-β-内酰胺（BL）立体异构体，使用环糊精（CD）衍生物通过毛细管电泳进行。为了选择最有效的条件来分离 BL 立体异构体的最高数量，应用了单羧甲基 α-、β-和 γ-以及磺丁基 β-CD 衍生物。此外，还测试了羧甲基和磺丁基 β-CD 衍生物与中性 β-CD 衍生物作为双 CD 系统的补充。选择了应用选择器的组成和浓度以及背景电解质的 pH。在单体系中，BL 的结构特征与形成配合物的亲和力相关。大多数 BL 与β-CD 衍生物提供最佳的络合。总之，磺丁基-β-CD 和全甲基化 β-CD 的结合效率优于应用的其他单和双 CD 系统。该方法成功分离了研究的每一对立体异构体。
