H. Soini et al., MALTOOLIGOSACCHARIDES AS CHIRAL SELECTORS FOR THE SEPARATION OF PHARMACEUTICALS BY CAPILLARY ELECTROPHORESIS, Analytical chemistry, 66(20), 1994, pp. 3477-3484
Complexation between the linear maltodextrin oligosaccharides and cert
ain enantiomeric compounds of pharmaceutical interest in buffered solu
tions can lead to an analytically desirable chiral recognition. Differ
ent maltodextrins were assessed in their capacity to cause enantiomeri
c separations under various conditions of capillary electrophoresis. T
he mechanism of chiral recognition has been probed through electrophor
etic mobility and selectivity measurements for different buffer soluti
ons and organic solvent additives. A differential interaction of chira
l solutes with the maltodextrin helical entities emerges as the basis
of such enantioselectivity. This notion is further supported by H-1- a
nd C-13-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 ther
apeutic level.