HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHIC METHODS FOR SEPARATION OF ENANTIOMERS OF ALICYCLIC BETA-AMINO ACIDS

Reversed-phase high-performance liquid chromatographic methods were de veloped for the separation and quantification of the enantiomers of al icyclic beta-amino acids: racemic cis- and trans-2-aminocyclohexane-1- carboxylic acids (cis- and trans-ACHC) and racemic cis- and trans-2-am ino-4-cyclohexene-1-carboxylic acids (cis- and trans-ACHC-ene). The en antioselective separations involved two methods: direct separation on a chiral stationary phase (Crownpak CR(+)) and separation of the diast ereomers formed by pre-column derivatization with chiral derivatizing reagents: 1-fluoro-2,4-dinitrophenyl-5-L-alanine amide (Marfey's reage nt) and etra-O-acetyl-beta-D-glucopyranosylisothiocyanate. The differe nt methods were compared in systematic chromatographic examinations. T he effects of pH, mobile phase composition, organic modifier content a nd temperature on the separation were also investigated.