title: Synthesis of 2'-azidoethyl trisaccharide, alpha-D-Gal-(1-->2)-6d-alpha-D-altro-Hepp-(1-->3)-beta-D-GlcNAc, an O-antigenic repeating unit of C. jejuni O:23 and O:36.
abstract: A trisaccharide, the O-antigenic repeating unit of C. jejuni serotype O:23 and O:36, was synthesized as a 2'-azidoethyl glycoside by block addition of perbenzylated thiogalactoside donors to alpha-altroHepp-(1-->3)-GlcNPhth disaccharide acceptor in presence of IDCP promoter. The alpha-linked altroheptopyranoside moiety in the glycosyl acceptor was effectively prepared by Swern oxidation of alpha-mannohepp-(1-->3)-GlcNPhth disaccharide followed by mild reduction with NaCNBH3.
authors.affiliation: Department of Chemistry, Soongsil University, Seoul 156-743, Korea.
authors.forename: Mikyung
authors.initials: M
authors.lastname: Yun
authors.forename: Shinsook
authors.initials: S
authors.lastname: Yoon
authors.forename: Youngsook
authors.initials: Y
authors.lastname: Shin
authors.forename: Keun Ho
authors.initials: KH
authors.lastname: Chun
authors.forename: Jeong E
authors.initials: JE
authors.lastname: Nam Shin
mesh_terms: D001386:Azides / Q000138:chemical synthesis*; D016123:Campylobacter jejuni / Q000737:chemistry*; D002240:Carbohydrate Sequence; D002855:Chromatography, Thin Layer; D007202:Indicators and Reagents; D008969:Molecular Sequence Data; D019081:O Antigens / Q000737:chemistry*; D012015:Reference Standards; D012997:Solvents; D014312:Trisaccharides / Q000138:chemical synthesis*
chemical_list: D001386:Azides; D007202:Indicators and Reagents; D019081:O Antigens; D012997:Solvents; D014312:Trisaccharides