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.
Publication types
-
Comparative Study
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Animals
-
Complement System Proteins / immunology
-
Disaccharides / chemical synthesis*
-
Disaccharides / immunology*
-
Erythrocytes / immunology
-
Galactose / analogs & derivatives
-
Galactose / chemistry
-
Guinea Pigs
-
Hemolysis
-
Lipopolysaccharides / immunology
-
Monosaccharides / chemistry
-
Monosaccharides / immunology
-
Nuclear Magnetic Resonance, Biomolecular
-
O Antigens / chemistry*
-
O Antigens / immunology*
-
O Antigens / metabolism
-
Rabbits
-
Sheep
-
Shigella sonnei / immunology*
-
Shigella sonnei / metabolism*
-
Stereoisomerism
-
Uronic Acids / chemistry
Substances
-
Disaccharides
-
Lipopolysaccharides
-
Monosaccharides
-
O Antigens
-
Uronic Acids
-
altruronic acid
-
Complement System Proteins
-
Galactose