Mw. Matchett et al., APPLICATION OF MODIFIED CYCLODEXTRINS IN CAPILLARY ELECTROPHORESIS FOR ENANTIOMERIC RESOLUTION OF PROPRANOLOL AND ANALOGS, Journal of chromatography, 705(2), 1995, pp. 351-361
The enantio-resolution of propranolol and four derivatives was examine
d by free solution capillary electrophoresis (FSCE) using various cycl
odextrin molecules. Of the three modified cyclodextrins investigated,
hydroxyethyl-beta-cyclodextrin provided the largest chiral resolution
values for all five analytes. This may be linked to its extended hydro
gen bonding chains on the cyclodextrin rim. Methyl-beta-cyclodextrin a
nd heptakis(2,3-di-O-acetyl) beta-cyclodextrin gave lower maximum anal
yte resolutions, probably due to differences in their macrocyclic stru
cture and hydrogen bonding ability. The presence of a bulky, non-polar
alkyl group on the analytes was found to enhance chiral recognition.
Methanol was found to have a varied effect on chiral resolutions, depe
ndent on the type of cyclodextrin and structure of the analyte.