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基于D-青霉胺的手性配体交换柱上对异常仲氨基酸的高效液相色谱对映体分离

High-performance liquid chromatographic enantioseparation of unusual secondary amino acids on a D-penicillamine-based chiral ligand exchange column.

作者信息

Ilisz István, Tourwé Dirk, Armstrong Daniel W, Péter Antal

机构信息

University of Szeged, Department of Inorganic and Analytical Chemistry, Szeged, Hungary.

出版信息

Chirality. 2006 Aug;18(7):539-43. doi: 10.1002/chir.20257.

DOI:10.1002/chir.20257
PMID:16534801
Abstract

The application of a chiral ligand-exchange column (CLEC) for the direct high-performance liquid chromatographic enantioseparation of unusual secondary amino acids using D-penicillamine-Cu(II) complex as chiral selector is reported. The amino acids investigated were pyrrolidine-2-carboxylic acid, piperidine-2-carboxylic acid, piperazine-2-carboxylic acid, morpholine-3-carboxylic acid, and thiomorpholine-3-carboxylic acid analogs. Chromatographic results are given as the retention, separation, and resolution factors. The chromatographic conditions were varied to achieve optimal separation. The elution sequence of the enantiomers was determined and in most cases the S isomer eluted before R.

摘要

报道了一种手性配体交换柱(CLEC)的应用,该柱以D-青霉胺-Cu(II)配合物作为手性选择剂,用于直接高效液相色谱法拆分非常规仲氨基酸。所研究的氨基酸包括吡咯烷-2-羧酸、哌啶-2-羧酸、哌嗪-2-羧酸、吗啉-3-羧酸和硫代吗啉-3-羧酸类似物。色谱结果以保留因子、分离因子和拆分因子表示。通过改变色谱条件以实现最佳分离。确定了对映体的洗脱顺序,在大多数情况下,S异构体比R异构体先洗脱。

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