High-performance liquid chromatographic enantioseparation of β-amino acid stereoisomers on a (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid-based chiral stationary phase

被引:52
作者
Berkecz, Robert
Sztojkov-Ivanov, Anita
Ilisz, Istvan
Forro, Eniko
Fulop, Ferenc
Hyun, Myung Ho
Peter, Antal
机构
[1] Univ Szeged, Dept Inorgan & Analyt Chem, H-6720 Szeged, Hungary
[2] Univ Szeged, Inst Pharmaceut Chem, H-6720 Szeged, Hungary
[3] Pusan Natl Univ, Dept Chem, Pusan 609735, South Korea
[4] Pusan Natl Univ, Chem Inst Funct Mat, Pusan 609735, South Korea
基金
匈牙利科学研究基金会;
关键词
column liquid chromatography; beta-amino acids; (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid-based chiral stationary phase;
D O I
10.1016/j.chroma.2006.06.064
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Direct reversed-phase high-performance liquid chromatographic methods were developed for the separation of enantiomers of 14 unnatural beta-amino acids, including several beta-3-homo-amino acids on a chiral stationary phase containing (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid bonded to 3-aminopropyl silica gel as chiral selector. The effects of the organic and the acidic modifiers and the mobile phase composition on the separation were investigated. The natures and positions of the substituents on the aromatic ring substantially influenced the retention and enantioseparation. The elution sequence in most cases was determined and the R enantiomers were eluteted before the S enantiomers. (c) 2006 Elsevier B.V. All rights reserved.
引用
收藏
页码:138 / 143
页数:6
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