β-氨基酸对映体在涂敷型手性配体交换色谱固定相上的分离  

Chiral Separation of β-Amino acids by Ligand Exchange Chromatography

作　　者：陈磊[1] 万谦宏[1] 

机构地区：[1]天津大学药物科学与技术学院,天津300072

出　　处：《分析化学》2006年第4期474-478,共5页Chinese Journal of Analytical Chemistry

基　　金：天津大学21世纪教育振兴行动计划基金资助

摘　　要：分别将N-十六烷基-L-羟脯氨酸(C16-L-Hyp)、N-十六烷基-L-脯氨酸(C16-L-Pro)、N-十六烷基-L-丙氨酸(C16-L-A la)涂敷到反相键合硅胶表面,制成涂敷型手性配体交换色谱固定相,应用于5种β-氨基酸的手性分离。考察了固定相中的手性配体的类型和涂敷量、流动相中金属离子浓度、pH及甲醇含量等因素对手性分离的影响。结果表明:在以涂敷0.25μmol/m2C16-L-Hyp的C18硅胶为固定相,以5 mmol/L CuSO4水溶液的(pH 4.6)为流动相的色谱条件下,5种β-氨基酸对映体的分离效果最好,分离因子高达2.46。Enantioseparation of five underivatized β-amino acids （β-phenylalanine, β-3-hydroxyphenylanine, β-3-fluoridphenylanine, β-3-hydroxy-4-methoxy phenylanine and β-3, 4-dimethoxyphenylalanine ） was achieved using bonded reversed phase silica gel coated with N-（hexadecyl）-L-hydroxyproline （C16-L-Hyp）, N- （ hexadecyl ） -L-proline （ C16-L-Pro ） and N- （ hexadecyl ） -L-alanine （ C16-L-Ala ）, respectively. The effects of the type and amount of chiral ligand coating in the stationary phase and the concentration of Cu （ Ⅱ ）, pH and percentage of methanol in the mobile phase on the resolution of β-amino acid enantiomers were examined and discussed. The results obtained show that under optimal chromatographic conditions, i.e. BaseLine C18 coated with 0. 25 μmol/m^2 C16-L-Hyp as the stationary phase and 5 mmol/L CuSO4 aqueous solution （ pH 4.6） as the mobile phase, all five β-amino acids enantimers can be resolved with separation factors up to 2. 46. The data also suggest that, in addition to coordination with central metal ions, hydrophobic interactions between side chain of the amino acid and the stationary phase play a significant role in controlling the retention and separation of β-amino acid enantiomers.

关 键 词：Β-氨基酸 对映体拆分 手性固定相 高压液相色谱 

分 类 号：O657.7[理学—分析化学] O629.711[理学—化学]