CHIRAL SEPARATION OF UNMODIFIED ALPHA-HYDROXY ACIDS BY LIGAND-EXCHANGE HPLC USING CHIRAL COPPER(II) COMPLEXES OF (S)-PHENYLALANINAMIDE AS ADDITIVES TO THE ELUENT

被引:25
作者
GALAVERNA, G [1 ]
PANTO, F [1 ]
DOSSENA, A [1 ]
MARCHELLI, R [1 ]
BIGI, F [1 ]
机构
[1] UNIV PARMA,DIPARTIMENTO CHIM ORGAN & IND,I-43100 PARMA,ITALY
关键词
ALPHA-HYDROXY ACIDS; LIGAND EXCHANGE MECHANISM; CHIRAL MOBILE PHASES; AMINO ACID AMIDES; FLUORESCENCE;
D O I
10.1002/chir.530070504
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Copper(II) complexes of (S)-phenylalaninamide have been successfully used for the direct enantiomeric separation of unmodified (R,S)-alpha-hydroxy acids in reversed phase high-performance liquid chromatography (RP-HPLC). The effect of various parameters (pH, eluent polarity, selector concentration) on enantioselectivity is discussed. Evidence is provided that a mechanism of ligand exchange is actually occurring during the chromatographic separation. The method is very convenient and easy to use, and the chiral selector is commercially available and can be recovered at the end of the analysis. A conventional achiral RP-ODS-2 column is used and no pretreatment of the samples is required. This method allows the accurate determination of the enantiomeric excess of alpha-hydroxy acids in synthetic and biological samples. (C) 1995 Wiley-Liss, Inc.
引用
收藏
页码:331 / 336
页数:6
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