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在电动色谱中使用聚合二肽阴离子手性表面活性剂改进手性分离:碱性、酸性和中性外消旋体的分离

Improved chiral separations using a polymerized dipeptide anionic chiral surfactant in electrokinetic chromatography: separations of basic, acidic, and neutral racemates.

作者信息

Shamsi S A, Macossay J, Warner I M

机构信息

Department of Chemistry, Louisiana State University, Baton Rouge 70803, USA.

出版信息

Anal Chem. 1997 Aug 1;69(15):2980-7. doi: 10.1021/ac970037a.

DOI:10.1021/ac970037a
PMID:9253249
Abstract

Two polymeric chiral anionic surfactants [poly(sodium N-undecylenyl-L-valine) (poly-L-SUV) and poly(sodium N-undecylenyl-L-valine-valine) (poly-L-SUVV)] are compared as pseudostationary phases for chiral separations of basic, acidic, and neutral enantiomers. Parameters such as pH, concentration and type of background electrolyte, concentration of polymerized chiral surfactants, and injection size were studied to investigate the migration behavior and optimize the chiral resolution of several racemic analytes. At equivalent monomer concentrations, the migration factors for cationic enantiomers were larger with poly-L-SUV than with poly-L-SUVV. In contrast, the reverse was true for anionic enantiomers. However, in both cases, chiral recognition was significantly enhanced with poly-L-SUVV as compared to that with poly-L-SUV. It is interesting to note that the separation selectivity and resolution of a neutral racemate were slightly better with the latter, but only at the expense of longer analysis time and lower efficiencies.

摘要

比较了两种聚合手性阴离子表面活性剂[聚(N-十一碳烯酰-L-缬氨酸钠)(聚-L-SUV)和聚(N-十一碳烯酰-L-缬氨酸-缬氨酸钠)(聚-L-SUVV)]作为用于碱性、酸性和中性对映体手性分离的假固定相。研究了诸如pH值、背景电解质的浓度和类型、聚合手性表面活性剂的浓度以及进样量等参数,以研究迁移行为并优化几种外消旋分析物的手性拆分。在等效单体浓度下,聚-L-SUV对阳离子对映体的迁移因子大于聚-L-SUVV。相反,阴离子对映体的情况则相反。然而,在这两种情况下,与聚-L-SUV相比,聚-L-SUVV的手性识别能力均显著增强。有趣的是,后者对中性外消旋体的分离选择性和拆分效果略好,但这是以更长的分析时间和更低的效率为代价的。

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