Heptakis(2-O-methyl-3,6-di-O-sulfo)-beta-cyclodextrin: a single isomer, 14-sulfated beta-cyclodextrin for use as a chiral resolving agent in capillary electrophoresis.
The first single-isomer, 14-sulfated beta-cyclodextrin, the sodium salt of heptakis(2-O-methyl-3,6-di-O-sulfo)-beta-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.
Maynard
D K
DK
Department of Chemistry, Texas A & M University, College Station 77842-3012, USA.
Vigh
G
G
D002412:Cations; D003505:Cyclodextrins / Q000737:chemistry; D019075:Electrophoresis, Capillary / Q000379:methods*; D006863:Hydrogen-Ion Concentration; D007202:Indicators and Reagents; D015394:Molecular Structure; D009994:Osmolar Concentration; D004364:Pharmaceutical Preparations / Q000302:isolation & purification; D013237:Stereoisomerism; D047392:beta-Cyclodextrins
D002412:Cations; D003505:Cyclodextrins; D007202:Indicators and Reagents; D004364:Pharmaceutical Preparations; D047392:beta-Cyclodextrins; C447199:heptakis(2-O-methyl-3,6-di-O-sulfo)-beta-cyclodextrin