手性选择试剂环糊精与万古霉素对氨基酸对映异构体迁移顺序的影响

Effect of the Chiral Selective Reagents-β-Cyclodextrin and Vancomycin-on the Enantiomeric Migration Order of Amino Acids

用毛细管电泳法分别在由两种手性选择试剂,β-环糊精(β-CD)和万古霉素(VMC)所组成的分离体系中,研究了19种氨基酸的衍生物的对映异构体的迁移顺序(EMO)。单一β-CD分离体系由含有不同浓度的β-CD的硼酸盐缓冲溶液组成;二元分离体系由不同浓度比例的β-CD和脱氧牛黄胆酸钠溶液所组成,各溶液的pH值为9.5。单一VMC分离体系含2mmol·L-1 VMC缓冲溶液(pH 7.2);二元VMC分离体系由浓度均为2mmol·L-1 VMC溶液和海美溴铵溶液组成(pH 7.2)。19种氨基酸须先与芴甲氧羰基氯反应使衍生化。结果表明:各氨基酸的对映体在相同或不同的分离体系中的EMO不一致,特别是在二元VMC体系中,氨基酸的EMO完全发生逆转。据此认为,对于目标氨基酸对映体的分离,可通过用不同的手性分离体系来实现。

Capillary electrophoresis （CE） was applied to the study on enantiomeric migration order （EMO） of derivatives of 19 amino acids in separation systems containing the chiral selective reagents, β-cyclodextrin （β-CD） or vancomycin （VMC）. Unitary β-CD separation systems were composed of β-CD in various concentrations in solutions buffered at pH 9. 5 with borax buffer solution; and binary β-CD systems were composed of β-CD and sodium deoxytaurocholate in various concentration ratios, with pH values of 9.5. Unitary VMC separation system was composed of 2 mmol ·L-1 VMC in borate buffer solution of pH 7. 2. Binary VMC system was composed of 2 mmol · L 1 VMC and 2 mmol· L-1 HDB in borate buffer solution of pH 7.2. The 19 amino acids should be prederivatized with fluorenylmethoxycarbonylchlor and the derivatives were used for CE. It was found that different EMDts were obtained for the enantiomers amino acids, and especially in the binary VMC system, EMO‘s for the derivatives of amino acids were entirely reversed. Hence, separation of enantiomers of any target amino acid could be realized by using an appropriate chiral separation system.