Huynh N H, Karlsson A, Pettersson C
Uppsala University, Biomedical Centre, Sweden.
J Chromatogr A. 1995 Jun 30;705(2):275-87. doi: 10.1016/0021-9673(95)00302-4.
Direct separation of enantiomeric amines using mainly N-benzyloxycarbonylglycyl-L-proline (L-ZGP) but also N-benzyloxycarbonylglyclglcyl-L-proline (L-ZGGP) as the chiral counter ion in methanol is described. The solid phase was Hypercarb porous graphitic carbon. Several amines of pharmacological interest (e.g., alprenolol, sotalol, terbutaline, promethazine and trimipramine) were separated with high enantioselectivity (alpha = 1.16-1.98) using L-ZGP and L-ZGGP as chiral selectors. In accordance with ion-pair chromatography, the retention of the enantiomeric amines was found to increase with increasing concentration of the anionic form of L-ZGP. Addition of a base (sodium hydroxide or an alkylamine) in excess of L-ZGP gave rise to a decrease in retention and enantioselectivity. The enantioselective retention was also affected by adding 2-propanol or acetonitrile to the mobile phase.
描述了主要使用N-苄氧羰基甘氨酰-L-脯氨酸(L-ZGP)以及N-苄氧羰基甘氨酰甘氨酰-L-脯氨酸(L-ZGGP)作为手性抗衡离子在甲醇中直接分离对映体胺的方法。固定相为Hypercarb多孔石墨化碳。使用L-ZGP和L-ZGGP作为手性选择剂,几种具有药理活性的胺(如阿普洛尔、索他洛尔、特布他林、异丙嗪和三甲丙咪嗪)以高对映选择性(α = 1.16 - 1.98)被分离。根据离子对色谱法,发现对映体胺的保留随着L-ZGP阴离子形式浓度的增加而增加。加入过量L-ZGP的碱(氢氧化钠或烷基胺)会导致保留和对映选择性降低。向流动相中加入2-丙醇或乙腈也会影响对映选择性保留。