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一种新型手性衍生化试剂在仲氨基酸对映体拆分中的应用。

Application of a new chiral derivatizing agent to the enantioseparation of secondary amino acids.

作者信息

Péter Antal, Vékes Erika, Tóth Géza, Tourwé Dirk, Borremans Frans

机构信息

Department of Inorganic and Analytical Chemistry, University of Szeged, Dóm tér 7, H-6720, Szeged, Hungary.

出版信息

J Chromatogr A. 2002 Mar 1;948(1-2):283-94. doi: 10.1016/s0021-9673(01)01475-3.

DOI:10.1016/s0021-9673(01)01475-3
PMID:12831204
Abstract

A new chiral derivatizing agent, (S)-N-(4-nitrophenoxycarbonyl)phenylalanine methoxyethyl ester, (S)-NIFE, was applied for the high-performance liquid chromatographic separation of enantiomers of 19 unnatural secondary amino acids: proline, pipecolic acid analogues, piperazine-2-carboxylic acid, morpholine-3-carboxylic acid, thiomorpholine-3-carboxylic acid and analogues containing the 1,2,3,4-tetrahydroisoquinoline, 1,2,3,4-tetrahydronorharmane, 1,2,3,4-tetrahydro-2-carboline and 2-benzazepine skeletons. Excellent resolutions were achieved for most of the investigated compounds by using a reversed-phase mobile phase system. The conditions of separation were optimized by variation of the mobile phase composition.

摘要

一种新型手性衍生化试剂,(S)-N-(4-硝基苯氧基羰基)苯丙氨酸甲氧基乙酯,(S)-NIFE,被用于19种非天然仲氨基酸对映体的高效液相色谱分离:脯氨酸、哌啶酸类似物、哌嗪-2-羧酸、吗啉-3-羧酸、硫代吗啉-3-羧酸以及含有1,2,3,4-四氢异喹啉、1,2,3,4-四氢去甲哈尔满、1,2,3,4-四氢-2-咔啉和2-苯并氮杂䓬骨架的类似物。通过使用反相流动相系统,大多数被研究的化合物都获得了优异的分离度。通过改变流动相组成对分离条件进行了优化。

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