NMR Binding Studies of Monosaccharides to Cholic Acid Hosts

Abstract : Synthetic molecular receptors have been prepared by linking two cholic acid moieties with p-xylylene diamine, m-xylylene diamine, or diphenyldichlorosilane. In-depth studies of the p-xylyl and m-xylyl hosts binding with n-pentylglucoside have been carried out by means of 600 MHz NMR. Using CDCl3 as solvent, chemical shift changes have been observed for H3 and H4 of the glucoside. Data suggest that the glucoside can bind to all cholic acid dimers studied so far, and also to cholic acid monomers used for comparison