K. Kano et al., ABILITY OF NONCYCLIC OLIGOSACCHARIDES TO FORM MOLECULAR-COMPLEXES ANDITS USE FOR CHIRAL SEPARATION BY CAPILLARY ZONE ELECTROPHORESIS, Journal of chromatography, 694(1), 1995, pp. 307-313
The binding constants (K) for complexation of the phenyl acetates with
linear alpha-1,4-linked dextrins have been determined from the kineti
cs of the hydrolyses of the esters. The K value tends to increase with
increasing the number of the glucopyranose units, suggesting hydropho
bic interaction as a binding force. The weak ability of the linear dex
trins to form the molecular complexes makes it possible to separate th
e enantiomers of binaphthyl derivatives such as 1,1'-binaphthyl-2,2'-d
icarboxylic acid, 1,1'-binaphthyl-2,2'-diyl hydrogenphosphate and 2,2'
-dihydroxy-1,1'-binaphthyl-3,3'-dicarboxy acid in their anionic forms.
Hydrogen bonding as well as hydrophobic interaction is suggested as a
n essential force for enantioselective complexation between saccharide
and anionic binaphthyl.