The influence of the substituent position in monocarboxymethyl-γ-cyclodextrins on enantioselectivity in capillary electrophoresis

TitleThe influence of the substituent position in monocarboxymethyl-γ-cyclodextrins on enantioselectivity in capillary electrophoresis
Publication TypeJournal Article
Year of Publication2014
AuthorsŘezanka P, Rokosová L, Řezanková K, Bláhová M, Řezanka M, Sýkora D, Jindřich J, Král V
JournalJournal of Separation Science
Volume37
Issue19
Pagination2779 - 2784
Date Published2014/10/01/
ISBN Number1615-9314
KeywordsCapillary electrophoresis, Chiral separation, duplicate, ENANTIOSELECTIVITY, Regioisomers, Substituted cyclodextrins
AbstractThree newly synthesized chiral selectors, namely, 2I-O-, 3I-O-, and 6I-O-carboxymethyl-γ-cyclodextrin, native γ-cyclodextrin, and commercially available carboxymethylated γ-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 γ-cyclodextrin, while the 6I-O-regioisomer gives only a slightly better enantioseparation than native γ-cyclodextrin. The application of γ-cyclodextrin possessing higher number of carboxymethyl groups led to the best resolution for the majority of the compounds analyzed.
URLhttp://onlinelibrary.wiley.com/doi/10.1002/jssc.201400604/abstract
Short TitleJ. Sep. Sci.
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