Maltooligosaccharides as chiral selectors for the separation of pharmaceuticals by capillary electrophoresis.
Complexation between the linear maltodextrin oligosaccharides and certain enantiomeric compounds of pharmaceutical interest in buffered solutions can lead to an analytically desirable chiral recognition. Different maltodextrins were assessed in their capacity to cause enantiomeric separations under various conditions of capillary electrophoresis. The mechanism of chiral recognition has been probed through electrophoretic mobility and selectivity measurements for different buffer solutions and organic solvent additives. A differential interaction of chiral solutes with the maltodextrin helical entities emerges as the basis of such enantioselectivity. This notion is further supported by 1H- and 13C-NMR experiments. Optimized separations of simendan, ibuprofen, warfarin, and ketoprofen enantiomers are demonstrated together with a chiral determination of ibuprofen in a blood serum sample at the therapeutic level.
Department of Chemistry, Indiana University, Bloomington 47405.
H
H
Soini
M
M
Stefansson
M L
ML
Riekkola
M V
MV
Novotny
D001774:Blood Chemical Analysis / Q000379:methods; D002236:Carbohydrate Conformation; D055598:Chemical Phenomena; D002623:Chemistry Techniques, Analytical / Q000379:methods*; D002627:Chemistry, Physical; D004586:Electrophoresis / Q000379:methods; D006801:Humans; D009844:Oligosaccharides; D004364:Pharmaceutical Preparations / Q000032:analysis / Q000302:isolation & purification*; D011134:Polysaccharides; D013237:Stereoisomerism
D009844:Oligosaccharides; D004364:Pharmaceutical Preparations; D011134:Polysaccharides; C008315:maltodextrin