Multivalent glycomimetics: synthesis of nonavalent mannoside clusters with variation of spacer properties.
Oligosaccharide mimetics are important tools in the glycosciences. In this work, we have employed spaced glycodendrons for the synthesis of oligomannoside mimetics. Starting from a number of trivalent, branched molecular wedges, the preparation of nonavalent cluster mannosides was accomplished, which were varied with regard to the chemical characteristics of their spacer moieties and spacer lengths. For ligation of the various trivalent dendrons to the nonavalent target molecules peptide coupling was employed.
Patel
Anupama
A
Otto Diels Institute of Organic Chemistry, Christiana Albertina University of Kiel, Otto-Hahn-Platz 4, 24098 Kiel, Germany.
Lindhorst
Thisbe K
TK
D001422:Bacterial Adhesion / Q000187:drug effects; D008362:Mannosides / Q000138:chemical synthesis*; D018716:Molecular Mimicry; D025942:Oligosaccharides, Branched-Chain / Q000138:chemical synthesis* / Q000494:pharmacology; D011092:Polyethylene Glycols / Q000737:chemistry; D011971:Receptors, Immunologic / Q000037:antagonists & inhibitors
D008362:Mannosides; D025942:Oligosaccharides, Branched-Chain; D011971:Receptors, Immunologic; C076610:fimbriae receptor, type 1; D011092:Polyethylene Glycols