Synthesis of the repeating unit of the O-specific polysaccharide of Shigella sonnei and quantitation of its serologic activity.
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.
Tóth
A
A
Research Group for Carbohydrates of the Hungarian Academy of Sciences and Institute of Biochemistry, Lajos Kossuth University, Debrecen.
Medgyes
A
A
Bajza
I
I
Lipták
A
A
Batta
G
G
Kontrohr
T
T
Péterffy
K
K
Pozsgay
V
V
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
D004187:Disaccharides; D008070:Lipopolysaccharides; D009005:Monosaccharides; D019081:O Antigens; D014574:Uronic Acids; C102528:altruronic acid; D003165:Complement System Proteins; D005690:Galactose