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Impact of substituent position in monosubstituted α‐cyclodextrins on enantioselectivity in capillary electrophoresis
Author(s) -
Řezanka Michal,
Řezanka Pavel,
Sýkora David,
Jindřich Jindřich,
Král Vladimír
Publication year - 2012
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.201101034
Subject(s) - chemistry , capillary electrophoresis , substituent , enantiomer , structural isomer , cyclodextrin , electrolyte , chromatography , stereochemistry , electrode
In this study, our three recently synthesized regiospecifically monosubstituted carboxymethyl‐α‐cyclodextrins ( CMACD s) were successfully applied for the enantiomeric separation of several biologically important low‐molecular weight compounds by capillary electrophoresis. The enantioselectivity of the individual monosubstituted CMACD s added into the background electrolyte ( BGE ) was studied and compared with the mixture of three monosubstituted CMACD s and with native α‐cyclodextrin at p H of the BGE ranging from 2.5 to 11. Our experiments revealed a significant influence of the position of the carboxymethyl group on the α‐cyclodextrin skeleton on the enantioselectivity for all the studied analytes. Interestingly, the least common 3 I ‐ O regioisomer was revealed as the most effective chiral selector.