Synthesis of ethoxy-linked pseudo-disaccharides incorporating a crown ether macrocycle and lectin recognition

Six ethoxy-linked pseudo-disaccharides incorporating a non-reducing D-galac topyranosyl residue and a glucose bearing an 18-crown-6-ether were synthesi zed by the trichloracetimidate method. Deprotection left four novel structu res from which two were tested against the galactose-specific lectin Kluyve romyces bulgaricus. Their minimum inhibitory concentration (MIC) was in the same order of magnitude as compared to previously prepared oligosaccharide s without spacer. (C) 1999 Elsevier Science Ltd. All rights reserved.