CHIRAL HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY OF AROMATIC CYCLIC DIPEPTIDES USING CYCLODEXTRIN STATIONARY PHASES

A series of enantiomers of cyclic and linear dipeptides containing aromatic amino acids was prepared and chromatographed on beta- and gamma-cyclodextrin (CD) columns. The retention times, separation factor alpha-and resolution values were calculated. The relevance of the distance of the chiral center from the phenyl ring for chiral resolution was studied. A model was developed using X-ray crystallographic data for an inclusion complex of beta-CD and the enantiomers of cyclic(Phe-Gly).