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Heptakis(2‐ O ‐methyl‐3,6‐di‐ O ‐sulfo)‐ β‐cyclodextrin: A single‐isomer, 14‐sulfated β‐cyclodextrin for use as a chiral resolving agent in capillary electrophoresis
Author(s) -
Maynard Dawn Kirby,
Vigh Gyula
Publication year - 2001
Publication title -
electrophoresis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.666
H-Index - 158
eISSN - 1522-2683
pISSN - 0173-0835
DOI - 10.1002/1522-2683(200109)22:15<3152::aid-elps3152>3.0.co;2-i
Subject(s) - cationic polymerization , cyclodextrin , chemistry , capillary electrophoresis , enantiomer , sulfation , electrolyte , electrophoresis , chromatography , stereochemistry , organic chemistry , biochemistry , electrode
The first single‐isomer, 14‐sulfated β‐cyclodextrin, the sodium salt of heptakis(2‐ O ‐methyl‐3,6‐di‐ O ‐sulfo)‐β‐cyclodextrin (HMdiSu) has been used to separate 24 pharmaceutical weak base enantiomers in pH 2.5 background electrolytes using capillary electrophoresis. For the weakly binding bases, the cationic effective mobilities decreased, approached zero, and then increased again. For the strongly binding bases, the cationic effective mobilities decreased, became anionic at very low concentrations of HMdiSu, passed an anionic mobility maximum, then decreased again as the HMdiSu concentration was increased. Viscosity corrections according to Walden's rule did not eliminate these unexpected effective mobility extrema. The mobility extrema were rationalized by extending the charged resolving agent migration model (CHARM model) to include ionic strength effects.