Abstract
Enantiomer separation of amino acids and hydroxy acids by high performance liquid chromatography has been studied with three chiral stationary phases: [I] (S)-1-(α-naphthyl)ethyl amine, [II] N-(1R, 3R)- trans-chrysanthemoyl-D-phenylglycine, [III] N-t-butylaminocarbonyl-L-valine chemically bonded to 3- aminopropyl silica gel respectively. Various amino acid ester enantiomers were separated with good separation factors as N (O, S)-3, 5-dinitrobenzoyl derivatives on [I] and [II] except in the case of proline. Hydroxy acid ester enantiomers were not separated. in the form of 3, 5-dinitrobenzoyl derivatives, but separated in the form of 3, 5-dinitrophenylurethane derivatives on [I] and [III]. Proline ester enantiomers were also separated as N-3, 5-dinitrophenyl urea derivatives. These results show that the incorporation of the NH group may contribute effectively to the hydrogen bonding interaction with chiral stationary phases for the separation of enantiomers.
