Enantiomer separation by gas and high-performance liquid chromatography with tripeptide derivatives as chiral stationary phases

被引:31
作者
Oi, N
Kitahara, H
Matsushita, Y
Kisu, N
机构
关键词
D O I
10.1016/0021-9673(95)00665-6
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Excellent enantiomer separation of a variety of racemic compounds, including alcohols, amines, amino alcohols, carboxylic acids, hydroxy acids and amino acids, was achieved by GC and HPLC with tripeptide derivatives, containing L-valyl-L-valyl-L-valine isopropyl ester as a chiral selector, bonded to amino silicone oil (CSP-3) and N-(2-aminoethyl)-3-aminopropyl silica gel (CSP-4) via a triazine ring, respectively. These results show that the hydrogen bonding association between solutes and chiral stationary phases (CSPs) can play an important role in chiral recognition in both GC and HPLC. The joint use of two CSPs is promising for the direct separation of racemic compounds.
引用
收藏
页码:229 / 232
页数:4
相关论文
共 8 条
[1]   INTERACTION BETWEEN ASYMMETRIC SOLUTES AND SOLVENTS - PEPTIDE DERIVATIVES AS STATIONARY PHASES IN GAS LIQUID PARTITION CHROMATOGRAPHY [J].
FEIBUSH, B ;
GILAV, E .
TETRAHEDRON, 1970, 26 (05) :1361-&
[2]   CHIRAL POLYSILOXANES FOR RESOLUTION OF OPTICAL-ANTIPODES [J].
FRANK, H ;
GRAEME, JN ;
BAYER, E .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1978, 17 (05) :363-365
[3]  
Gil-Av E, 1966, TETRAHEDRON LETT, V10, P1009
[4]   LIQUID-CHROMATOGRAPHIC RESOLUTION OF ENANTIOMERS ON CHIRAL AMIDE BONDED SILICA GEL NORMAL PHASE - SEPARATION OF RACEMIC ALPHA-AMINO-ACID DERIVATIVES BY N-ACETYL-L-VALYL-AMINOPROPYL-SILANIZED SILICA (AVA) PHASE [J].
HARA, S ;
DOBASHI, A .
JOURNAL OF LIQUID CHROMATOGRAPHY, 1979, 2 (06) :883-889
[5]   RECOGNITION OF ENANTIOMERS BY CHIRASIL-VAL AND OLIGOPEPTIDE ANALOGS AS STUDIED BY GAS-PHASE CALORIMETRY AND H-1-NMR SPECTROSCOPY IN SOLUTION [J].
LOHMILLER, K ;
BAYER, E ;
KOPPENHOEFER, B .
JOURNAL OF CHROMATOGRAPHY, 1993, 634 (01) :65-77
[6]  
OI N, 1979, BUNSEKI KAGAKU, V28, P125
[7]  
OI N, 1990, HRC-J HIGH RES CHROM, V13, P720
[8]   HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHIC SEPARATION OF ENANTIOMERS ON S-TRIAZINE DERIVATIVES OF A TRIPEPTIDE ESTER AND A CHIRAL AMINE BONDED TO SILICA-GEL [J].
OI, N ;
NAGASE, M ;
SAWADA, Y .
JOURNAL OF CHROMATOGRAPHY, 1984, 292 (02) :427-431