HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHIC SEPARATION OF ENANTIOMERIC AMINO-ACIDS ON BIS[CARBAMOYL(ALKYL)METHYLAMINO]-6-CHLORO-S-TRIAZINE-DERIVED CHIRAL STATIONARY PHASES

The synthesis and chiral recognition ability of a series of four chiral stationary phases (CSPs) containing 2,4-bis[carbamoyl(alkyl)methylamino]-6-chloro-s-triazine (designated phase A) are described. The synthesis of these CSPs is achieved through amide formation by bonding 2,4-bis[carboxy(alkyl)methylamino]-6-chloro-s-triazine onto 3-aminopropyl silica gel. Such phases are quite effective for high-performance liquid chromatographic separation of a racemic mixture of five typical amino acids. The chromatographic behaviour of these CSPs was studied. Comparison of these CSPs with the s-triazine-derived CSP (designated phase B), which bears a tripeptide chiral moiety, is also discussed. The present study clearly indicates that an s-triazine-terminated CSP derived from certain L-amino acids (phase A), instead of tripeptide, is effective enough for the separation of enantiomeric amino acids.