title: Synthesis of the Tetrasaccharide Repeating Unit of the β-Kdo-Containing Exopolysaccharide from Burkholderia pseudomallei and B. cepacia Complex.
abstract: The synthesis of the repeating unit of the immunogenic β-Kdo-containing exopolysaccharide produced by Burkholderia pseudomallei and bacteria of the B. cepacia complex is described. The target tetrasaccharide was synthesized via stereoselective 1,2-cis- and 1,2-trans-galactosylations and β-Kdosylation. A [3 + 1] coupling reaction between a trigalactosyl N-phenyl-2,2,2-trifluoroacetimidate donor and a Kdo acceptor has been successfully achieved for the assembly of the tetrasaccharide skeleton.
authors.affiliation: Université de Poitiers , Institut de Chimie IC2MP, CNRS-UMR 7285, Équipe Synthèse Organique, 4 rue Michel Brunet, 86073 Poitiers Cedex 9, France.
authors.forename: Anaïs
authors.initials: A
authors.lastname: Laroussarie
authors.affiliation: Université de Poitiers , Institut de Chimie IC2MP, CNRS-UMR 7285, Équipe Synthèse Organique, 4 rue Michel Brunet, 86073 Poitiers Cedex 9, France.|Department of Chemistry, Wroclaw University of Environmental and Life Sciences , Norwida 25, 50-375 Wroclaw, Poland.
authors.forename: Barbara
authors.initials: B
authors.lastname: Barycza
authors.affiliation: Université de Poitiers , Institut de Chimie IC2MP, CNRS-UMR 7285, Équipe Synthèse Organique, 4 rue Michel Brunet, 86073 Poitiers Cedex 9, France.
authors.forename: Hanitra
authors.initials: H
authors.lastname: Andriamboavonjy
authors.affiliation: Université de Poitiers , Institut de Chimie IC2MP, CNRS-UMR 7285, Équipe Synthèse Organique, 4 rue Michel Brunet, 86073 Poitiers Cedex 9, France.
authors.forename: Marielle
authors.initials: M
authors.lastname: Tamigney Kenfack
authors.affiliation: Université de Poitiers , Institut de Chimie IC2MP, CNRS-UMR 7285, Équipe Synthèse Organique, 4 rue Michel Brunet, 86073 Poitiers Cedex 9, France.
authors.forename: Yves
authors.initials: Y
authors.lastname: Blériot
authors.affiliation: Université de Poitiers , Institut de Chimie IC2MP, CNRS-UMR 7285, Équipe Synthèse Organique, 4 rue Michel Brunet, 86073 Poitiers Cedex 9, France.
authors.forename: Charles
authors.initials: C
authors.lastname: Gauthier
mesh_terms: D016956:Burkholderia cepacia / Q000737:chemistry*; D016957:Burkholderia pseudomallei / Q000737:chemistry*; D005690:Galactose / Q000031:analogs & derivatives / Q000737:chemistry; D015394:Molecular Structure; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D013237:Stereoisomerism; D013400:Sugar Acids / Q000737:chemistry*
chemical_list: D009844:Oligosaccharides; D013400:Sugar Acids; C000606232:trigalactosyl N-phenyl-2,2,2-trifluoroacetimidate; C067944:3-deoxy-beta-manno-2-octulosonic acid thioglycoside; D005690:Galactose