title: Impact of substituent position in monosubstituted α-cyclodextrins on enantioselectivity in capillary electrophoresis.
abstract: In this study, our three recently synthesized regiospecifically monosubstituted carboxymethyl-α-cyclodextrins (CMACDs) were successfully applied for the enantiomeric separation of several biologically important low-molecular weight compounds by capillary electrophoresis. The enantioselectivity of the individual monosubstituted CMACDs added into the background electrolyte (BGE) was studied and compared with the mixture of three monosubstituted CMACDs and with native α-cyclodextrin at pH of the BGE ranging from 2.5 to 11. Our experiments revealed a significant influence of the position of the carboxymethyl group on the α-cyclodextrin skeleton on the enantioselectivity for all the studied analytes. Interestingly, the least common 3(I)-O regioisomer was revealed as the most effective chiral selector.
authors.affiliation: Department of Organic and Nuclear Chemistry, Faculty of Science, Charles University in Prague, Prague, Czech Republic.
authors.forename: Michal
authors.initials: M
authors.lastname: Řezanka
authors.forename: Pavel
authors.initials: P
authors.lastname: Řezanka
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