Synthesis and Characterization of the Crystalline Methyl α-Glycoside of the Repeating Unit of the O-Polysaccharide ofVibrio CholeraeO:1

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Abstract
There are more than eighty serotypes of Vibrio cholerae, all causing disease with symptoms of Asian cholera. Systematic prevention of cholera by immunization has not yet been achieved because of a lack of a protective vaccine. Vibrio cholerae 0:1 Gramnegative bacteria occur as two immunologically distinct strains: Ogawa and Tnaba. The lipopolysaccharide (LPS) of both strains seem to contain the same 0-polysaccharide antigen consisting3,4 of (1+2)-a-linked 4-amino-4,6-dideoxy-a-D-mannopyranosyl residues the amino groups of which are acylated with 3-deoxy-L-glycero-tetronic acid. Although the chemical structure of the 0-polysaccharides has been known5 since 1979, the synthesis of its monomeric repeating unit was reported only in 1988.