title: Functionalization of oligosaccharide mimetics and multimerization using squaric diester-mediated coupling.
abstract: Functionalized carbohydrate-centered glycoclusters formed the starting material for the synthesis of tagged oligosaccharide and glycoconjugate mimetics, which were obtained by thiourea-bridging, peptide coupling and in particular squaric diester-mediated coupling. The latter method could also be utilized to provide new multivalent glycoconjugates, which were tested for their anti-adhesive properties in an ELISA with Escherichia coli bacteria.
authors.affiliation: Otto Diels Institute of Organic Chemistry, Christiana Albertina University of Kiel, Otto-Hahn-Platz 4, 24098 Kiel, Germany.
authors.forename: Oliver
authors.initials: O
authors.lastname: Sperling
authors.forename: Michael
authors.initials: M
authors.lastname: Dubber
authors.forename: Thisbe K
authors.initials: TK
authors.lastname: Lindhorst
mesh_terms: D001422:Bacterial Adhesion; D002240:Carbohydrate Sequence; D003503:Cyclobutanes / Q000737:chemistry*; D004797:Enzyme-Linked Immunosorbent Assay; D004926:Escherichia coli / Q000378:metabolism; D005456:Fluorescent Dyes / Q000737:chemistry; D006001:Glycoconjugates / Q000737:chemistry; D018716:Molecular Mimicry; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D013890:Thiourea / Q000737:chemistry
chemical_list: D003503:Cyclobutanes; D005456:Fluorescent Dyes; D006001:Glycoconjugates; D009844:Oligosaccharides; D013890:Thiourea; C030042:squaric acid