The study of enantioselectivity of all regioisomers of mono‐carboxymethyl‐β‐cyclodextrin used as chiral selectors in CE |
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Authors: | Klára Navrátilová Pavel ?ezanka Michal ?ezanka David Sýkora Jind?ich Jind?ich Vladimír Král |
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Institution: | 1. Department of Analytical Chemistry, Institute of Chemical Technology, , Czech Republic;2. Institute for Nanomaterials, Advanced Technologies and Innovation, Technical University of Liberec, , Czech Republic;3. Department of Organic Chemistry, Faculty of Science, Charles University in Prague, , Czech Republic |
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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 2I‐O‐regioisomer was better than with native β‐cyclodextrin. Comparable results to native β‐cyclodextrin were obtained for 6I‐O‐ regioisomer and the enantioselectivity of 3I‐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. |
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Keywords: | CE Chiral separation Enantioselectivity Monosubstituted carboxymethyl‐β ‐cyclodextrin Regioisomer |
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