title: Synthesis of the repeating unit of the O-specific polysaccharide of Shigella sonnei and quantitation of its serologic activity.
abstract: The chemical synthesis of the zwitterionic disaccharide 2 is described that corresponds to the repeating unit of the O-specific polysaccharide (1) of the gram-negative human pathogen Shigella sonnei. Passive hemolysis inhibition tests using a hyperimmune rabbit serum raised against S. sonnei showed that the serologic activity of the disaccharide 2 is nearly 2- to 3-fold higher than those of its component monosaccharides. NMR data of 2 are in support of the proposed structure of the O-specific polysaccharide.
authors.affiliation: Research Group for Carbohydrates of the Hungarian Academy of Sciences and Institute of Biochemistry, Lajos Kossuth University, Debrecen.
authors.forename: A
authors.initials: A
authors.lastname: Tóth
authors.forename: A
authors.initials: A
authors.lastname: Medgyes
authors.forename: I
authors.initials: I
authors.lastname: Bajza
authors.forename: A
authors.initials: A
authors.lastname: Lipták
authors.forename: G
authors.initials: G
authors.lastname: Batta
authors.forename: T
authors.initials: T
authors.lastname: Kontrohr
authors.forename: K
authors.initials: K
authors.lastname: Péterffy
authors.forename: V
authors.initials: V
authors.lastname: Pozsgay
mesh_terms: D000818:Animals; D003165:Complement System Proteins / Q000276:immunology; D004187:Disaccharides / Q000138:chemical synthesis* / Q000276:immunology*; D004912:Erythrocytes / Q000276:immunology; D005690:Galactose / Q000031:analogs & derivatives / Q000737:chemistry; D006168:Guinea Pigs; D006461:Hemolysis; D008070:Lipopolysaccharides / Q000276:immunology; D009005:Monosaccharides / Q000737:chemistry / Q000276:immunology; D019906:Nuclear Magnetic Resonance, Biomolecular; D019081:O Antigens / Q000737:chemistry* / Q000276:immunology* / Q000378:metabolism; D011817:Rabbits; D012756:Sheep; D012764:Shigella sonnei / Q000276:immunology* / Q000378:metabolism*; D013237:Stereoisomerism; D014574:Uronic Acids / Q000737:chemistry
chemical_list: D004187:Disaccharides; D008070:Lipopolysaccharides; D009005:Monosaccharides; D019081:O Antigens; D014574:Uronic Acids; C102528:altruronic acid; D003165:Complement System Proteins; D005690:Galactose