title: Synthesis of Bradyrhizose Oligosaccharides Relevant to the Bradyrhizobium O-Antigen.
abstract: The unique α-(1→7)-bradyrhizoside linkages are constructed for the first time via judicious choice of the glycosylation partners and conditions, thus tetra- and penta-bradyrhizosides relevant to the peculiar O-antigen of Bradyrhizobium are synthesized, which are shown to adopt the defined right-handed helical conformations and to be unable to induce innate immune responses in plants.
authors.affiliation: State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032, China.
authors.forename: Wei
authors.initials: W
authors.lastname: Li
authors.affiliation: Department of Chemical Sciences, University of Naples "Federico II", Via Cintia 4, 80126, Napoli, Italy.
authors.forename: Alba
authors.initials: A
authors.lastname: Silipo
authors.affiliation: Department of Plant and Environmental Sciences, University of Copenhagen, 1871, Frederiksberg, Denmark.
authors.forename: Lotte Bettina Andersen
authors.initials: LB
authors.lastname: Gersby
authors.affiliation: Department of Plant and Environmental Sciences, University of Copenhagen, 1871, Frederiksberg, Denmark.
authors.forename: Mari-Anne
authors.initials: MA
authors.lastname: Newman
authors.affiliation: Department of Chemical Sciences, University of Naples "Federico II", Via Cintia 4, 80126, Napoli, Italy.
authors.forename: Antonio
authors.initials: A
authors.lastname: Molinaro
authors.affiliation: State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032, China.
authors.forename: Biao
authors.initials: B
authors.lastname: Yu
mesh_terms: D017360:Arabidopsis / Q000276:immunology; D020369:Bradyrhizobium / Q000737:chemistry* / Q000276:immunology; D006031:Glycosylation; D008958:Models, Molecular; D019081:O Antigens / Q000737:chemistry* / Q000276:immunology; D009844:Oligosaccharides / Q000138:chemical synthesis / Q000737:chemistry* / Q000276:immunology; D057865:Plant Immunity
chemical_list: D019081:O Antigens; D009844:Oligosaccharides
keywords: bradyrhizobium; carbohydrates; conformation; glycosylation; oligosaccharides