β-CD and derivatized β-CD bonded chiral stationary phases were used for the high performance liquid chromatographic resolution of racemic amino acid derivatives. Chiral separation with (R)- and (S)-naphthyl-ethylcarbamate-β-CD (NEC- β-CD) bonded p...
β-CD and derivatized β-CD bonded chiral stationary phases were used for the high performance liquid chromatographic resolution of racemic amino acid derivatives. Chiral separation with (R)- and (S)-naphthyl-ethylcarbamate-β-CD (NEC- β-CD) bonded phases was compared with that by the native β-CD stationary phase. Dansyl-, dabsyl-, di-nitrophenyl(DNP)-,and 3,5-Di-nitrobenzoyl(DNB) amino acid derivatives were separated on those chiral stationary phases. It appears that the NEC-β-CD bonded phases are highly effective multimodal chiral stationary phases. On the NEC-β-CD columns, chiral recognition models can be suggested according to the structure of the derivatized amino acids. The chiral recognition models involve (1)inclusion complexation between analyte and CD cavity, (2)chiral recognition only by the naphthylethyl group, and (3)the combination of both models. The dominant mechanism for most of the amino acids derivatives was turned out to be the combination model.