Arai T, Nimura N, Kinoshita T
Production Technology Research Laboratories, Daiichi Pharmaceutical Co., Ltd., Tokyo, Japan.
J Chromatogr A. 1996 Jun 7;736(1-2):303-11. doi: 10.1016/0021-9673(95)01368-7.
When a chiral selector that is a pharmaceutical compound is added to the separation buffer in capillary electrophoresis, the enantioselectivity and the mobility of analytes which interact with that chiral selector may be altered. The changes in enantioselectivity and mobility of the analyte are a function of the strength of the affinity interaction, which depends on the structure of each. The macrocyclic antibiotic vancomycin contains a variety of functionalities that are known to be useful for enantioselective interactions (e.g., hydrogen bonding groups, hydrophobic pockets, aromatic groups, amide linkages). Capillary electrophoresis with vancomycin as a buffer additive was used to separate the enantiomers of different compounds. In this study, the chiral separation of quinolonecarboxylic acids that exhibit marked antibacterial activity and of related compounds was achieved by capillary electrophoresis using vancomycin. The correlations between the separation parameters and analyte structures were investigated. The molecular interaction, which is based on the differences of structure, and the effect of experimental parameters on the enantioselective separation between the quinolonecarboxylic acids and vancomycin are discussed.
当将作为药物化合物的手性选择剂添加到毛细管电泳的分离缓冲液中时，与该手性选择剂相互作用的分析物的对映体选择性和迁移率可能会发生改变。分析物对映体选择性和迁移率的变化是亲和相互作用强度的函数，而亲和相互作用强度取决于各自的结构。大环抗生素万古霉素含有多种已知可用于对映体选择性相互作用的官能团（例如，氢键基团、疏水口袋、芳香基团、酰胺键）。以万古霉素作为缓冲添加剂的毛细管电泳用于分离不同化合物的对映体。在本研究中，通过使用万古霉素的毛细管电泳实现了具有显著抗菌活性的喹诺酮羧酸及其相关化合物的手性分离。研究了分离参数与分析物结构之间的相关性。讨论了基于结构差异的分子相互作用以及实验参数对喹诺酮羧酸与万古霉素之间对映体选择性分离的影响。
