18-crown-6 ethers are able to form inclusion complexes with metal and ammonium cations as well as with protonated primary amines. If the latter contain a chiral centre close to the amino group and the crown ether bears some chiral barrier, the stability of diastereomeric complexes can be very different. This principle has been used to develop new chiral discrimination methods, particularly useful for amino acid enantiomer separation. In the present work, the resolution of racemic mixtures of underivatized amino acids and oligopeptides on a Daicel Crownpak CR (+) column was extensively studied. Sample retention and selectivity were optimised varying eluent composition and column temperature. The effect of a number of experimental parameters on column efficiency was deeply investigated.
Host-guest complexation in chiral chromatography: study of retention, selectivity and efficiency of a HPLC column containing a chiral crown ether
REMELLI, Maurizio;PULIDORI, Fernando
1999
Abstract
18-crown-6 ethers are able to form inclusion complexes with metal and ammonium cations as well as with protonated primary amines. If the latter contain a chiral centre close to the amino group and the crown ether bears some chiral barrier, the stability of diastereomeric complexes can be very different. This principle has been used to develop new chiral discrimination methods, particularly useful for amino acid enantiomer separation. In the present work, the resolution of racemic mixtures of underivatized amino acids and oligopeptides on a Daicel Crownpak CR (+) column was extensively studied. Sample retention and selectivity were optimised varying eluent composition and column temperature. The effect of a number of experimental parameters on column efficiency was deeply investigated.I documenti in SFERA sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
