Enantioseparation of Tröger's base derivatives by capillary electrophoresis using cyclodextrins as chiral selectors. 2013

Pavel Rezanka, and Helena Ryšavá, and Martin Havlík, and Milan Jakubek, and David Sýkora, and Vladimír Král
Institute of Chemical Technology, Department of Analytical Chemistry, Technická 5, 166 28, Prague 6, Czech Republic.

The enantioseparation of seven Tröger's base derivatives (TBs) was carried out by capillary electrophoresis using α-, β-, and γ-cyclodextrins as chiral selectors and phosphate at 20 mmol/l concentration, pH 2.5, as background electrolyte. The method was optimized with respect to the concentration of chosen chiral selectors (0-50 mmol/l) and the amount of organic solvent (acetonitrile, 0-25 % (v/v)) in the electrolyte. The results indicate that all the studied variables, i.e., type of chiral selector, its concentration, and the amount of the added organic solvent, have a significant impact on the enantioseparation of the studied TBs. The best results for the majority of the separated TBs were obtained utilizing β-cyclodextrin at 5 mmol/l concentration and with various amounts of acetonitrile added ranging from 5 to 15% (v/v) in the background electrolyte. For the two smallest studied TBs, γ-cyclodextrin with 10% (v/v) acetonitrile also provided good resolution.

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