title: Glucuronic acid derivatives as branching units for the synthesis of glycopeptide mimetics.
abstract: Natural glycopeptides and glycoproteins exhibit a large structural diversity, which can be mimicked by synthetic glycopeptide derivatives to assist the investigation of biological functions and structure-activity relationships. Here, dendronized saccharides were synthesized to provide glycosyl amino acids, equipped with a branching element for the preparation of branched glycopeptide mimetics. An optimized Staudinger-type reaction served as key reaction en route to the complex glycopeptide 14, in which three mannose moieties were connected to the branched glucuronyl scaffold.
authors.affiliation: Institut für Organische Chemie, Christian-Albrechts-Universität zu Kiel, Otto-Hahn-Platz 3, 24098 Kiel, Germany.
authors.forename: Niels
authors.initials: N
authors.lastname: Röckendorf
authors.forename: Thisbe K
authors.initials: TK
authors.lastname: Lindhorst
mesh_terms: D000596:Amino Acids / Q000737:chemistry; D005965:Glucuronates / Q000138:chemical synthesis / Q000737:chemistry*; D006020:Glycopeptides / Q000138:chemical synthesis*; D018716:Molecular Mimicry; D015394:Molecular Structure
chemical_list: D000596:Amino Acids; D005965:Glucuronates; D006020:Glycopeptides