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一种用于α-氨基酸对映体液相色谱拆分的新型配体交换手性固定相的制备与应用

Preparation and application of a new ligand exchange chiral stationary phase for the liquid chromatographic resolution of alpha-amino acid enantiomers.

作者信息

Hyun Myung Ho, Han Sang Cheol, Lee Cheong Wha, Lee Yun Kyeong

机构信息

Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University, South Korea.

出版信息

J Chromatogr A. 2002 Mar 15;950(1-2):55-63. doi: 10.1016/s0021-9673(02)00035-3.

DOI:10.1016/s0021-9673(02)00035-3
PMID:11991007
Abstract

A new liquid chromatographic ligand exchange CSP has been prepared by covalently bonding (S)-N,N-carboxymethyl undecyl leucinol monosodium salt onto silica gel and employed in resolving various alpha-amino acids. The new CSP was quite good in resolving various a-amino acids and the resolution results were dependent on the type and content of organic modifier in the mobile phase. From these results, a chiral recognition model using a lipophilic interaction between the tethering alkyl group of the CSP and the substituent at the chiral center of alpha-amino acids was proposed. The liquid chromatographic resolution of alpha-amino acids on the new CSP was also found to be dependent on the Cu(II) concentration in the mobile phase and the column temperature.

摘要

一种新型液相色谱配体交换固定相已通过将(S)-N,N-羧甲基十一烷基亮氨醇单钠盐共价键合到硅胶上制备而成,并用于拆分各种α-氨基酸。这种新型固定相在拆分各种α-氨基酸方面表现出色,拆分结果取决于流动相中有机改性剂的类型和含量。基于这些结果,提出了一种手性识别模型,该模型利用固定相的连接烷基与α-氨基酸手性中心的取代基之间的亲脂相互作用。还发现,α-氨基酸在新型固定相上的液相色谱拆分取决于流动相中的Cu(II)浓度和柱温。

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