The influence of the substituent position in monocarboxymethyl-[gamma]-cyclodextrins on enantioselectivity in capillary electrophoresis

Three newly synthesized chiral selectors, namely, 2I-O-, 3I-O-, and 6I-O-carboxymethyl-[gamma]-cyclodextrin, native [gamma]-cyclodextrin, and commercially available carboxymethylated [gamma]-cyclodextrin with degree of substitution of 3-6 were used as additives in a background electrolyte composed o...

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Bibliographic Details
Published in:Journal of separation science 2014-10, Vol.37 (19), p.2779
Main Authors: ezanka, Pavel, Rokosova, Lenka, ezankova, Klára, Blahova, Markéta, ezanka, Michal, Sykora, David, Jindrich, Jindrich, Kral, Vladimír
Format: Article
Language:English
Subjects:
Molecular chemistry
Spectrum analysis
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Summary:Three newly synthesized chiral selectors, namely, 2I-O-, 3I-O-, and 6I-O-carboxymethyl-[gamma]-cyclodextrin, native [gamma]-cyclodextrin, and commercially available carboxymethylated [gamma]-cyclodextrin with degree of substitution of 3-6 were used as additives in a background electrolyte composed of phosphate buffer at 20 mmol/L concentration and pH 2.5. This system was used for the analysis of several biologically significant low-molecular-mass chiral compounds by capillary electrophoresis. The results confirmed that the position of carboxymethyl group influences the enantioseparation efficiency of all the studied analytes. The 2I-O- and 3I-O- regioisomers provide a significantly better resolution than native [gamma]-cyclodextrin, while the 6I-O-regioisomer gives only a slightly better enantioseparation than native [gamma]-cyclodextrin. The application of [gamma]-cyclodextrin possessing higher number of carboxymethyl groups led to the best resolution for the majority of the compounds analyzed. [PUBLICATION ABSTRACT]
ISSN:1615-9306
1615-9314
DOI:10.1002/jssc.201400604