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The influence of the substituent position in monocarboxymethyl‐γ‐cyclodextrins on enantioselectivity in capillary electrophoresis
Author(s) -
Řezanka Pavel,
Rokosová Lenka,
Řezanková Klára,
Bláhová Markéta,
Řezanka Michal,
Sýkora David,
Jindřich Jindřich,
Král Vladimír
Publication year - 2014
Publication title -
journal of separation science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.72
H-Index - 102
eISSN - 1615-9314
pISSN - 1615-9306
DOI - 10.1002/jssc.201400604
Subject(s) - capillary electrophoresis , chemistry , cyclodextrin , substituent , structural isomer , chromatography , electrolyte , analyte , combinatorial chemistry , organic chemistry , electrode
Three newly synthesized chiral selectors, namely, 2 I ‐ O ‐, 3 I ‐ O ‐, and 6 I ‐ 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 2 I ‐ O ‐ and 3 I ‐ O ‐ regioisomers provide a significantly better resolution than native γ‐cyclodextrin, while the 6 I ‐ 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.