title: The study of enantioselectivity of all regioisomers of mono-carboxymethyl-β-cyclodextrin used as chiral selectors in CE.
abstract: This work documents the influence of the position of single carboxymethyl group on the β-cyclodextrin skeleton on the enantioselectivity. These synthesized monosubstituted carboxymethyl cyclodextrin (CD) derivatives, native β-cyclodextrin, and commercially available carboxymethyl-β-cyclodextrin with degree of substitution approximately 3 were used as additives into the BGE consisting of phosphate buffer at 20 mmol/L concentration, pH 2.5, and several biologically significant low-molecular-mass chiral compounds were enantioseparated by CE. The results indicate that different substituent location on β-cyclodextrin skeleton has a significant influence on the enantioseparation of the investigated enantiomers. The enantioselectivity of 2(I)-O-regioisomer was better than with native β-cyclodextrin. Comparable results to native β-cyclodextrin were obtained for 6(I)-O- regioisomer and the enantioselectivity of 3(I)-O-regioisomer was even worse than with native β-cyclodextrin. Commercially available derivative of CD provides better resolutions than the monosubstituted carboxymethyl CD derivatives for most of the investigated analytes.
authors.affiliation: Department of Analytical Chemistry, Institute of Chemical Technology, Prague, Czech Republic.
authors.forename: Klára
authors.initials: K
authors.lastname: Navrátilová
authors.forename: Pavel
authors.initials: P
authors.lastname: Rezanka
authors.forename: Michal
authors.initials: M
authors.lastname: Rezanka
authors.forename: David
authors.initials: D
authors.lastname: Sýkora
authors.forename: Jindřich
authors.initials: J
authors.lastname: Jindřich
authors.forename: Vladimír
authors.initials: V
authors.lastname: Král