The study of enantioselectivity of all regioisomers of mono-carboxymethyl-β-cyclodextrin used as chiral selectors in CE

TitleThe study of enantioselectivity of all regioisomers of mono-carboxymethyl-β-cyclodextrin used as chiral selectors in CE
Publication TypeJournal Article
Year of Publication2013
AuthorsNavrátilová K, Řezanka P, Řezanka M, Sýkora D, Jindřich J, Král V
JournalJournal of Separation Science
Volume36
Issue7
Pagination1270 - 1274
Date Published2013///
ISBN Number1615-9314
KeywordsCE, Chiral separation, duplicate, ENANTIOSELECTIVITY, Monosubstituted carboxymethyl-β-cyclodextrin, Regioisomer
AbstractThis 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.
URLhttp://onlinelibrary.wiley.com/doi/10.1002/jssc.201201144/abstract
Short TitleJ. Sep. Sci.
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