title: Total synthesis of the Escherichia coli O111 O-specific polysaccharide repeating unit.
abstract: The first total synthesis of the O-antigen pentasaccharide repeating unit from Gram-negative bacteria Escherichia coli O111 was achieved starting from four monosaccharide building blocks. Key to the synthetic approach was a bis-glycosylation reaction to combine trisaccharide 10 and colitose 5. The colitose building block (5) was obtained de novo from non-carbohydrate precursors. The pentasaccharide was equipped at the reducing end with an amino spacer to provide a handle for subsequent conjugation to a carrier protein in anticipation of immunological studies.
authors: Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Mühlenberg 1, 14476 Potsdam, Germany.
authors: Oliviana
authors: O
authors: Calin
authors: Steffen
authors: S
authors: Eller
authors: Heung Sik
authors: HS
authors: Hahm
authors: Peter H
authors: PH
authors: Seeberger
mesh_terms: D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D004926:Escherichia coli / Q000737:chemistry* / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D019081:O Antigens / Q000096:biosynthesis / Q000737:chemistry*
chemical_list: D019081:O Antigens