Antigenic polysaccharides of Shigella. The structure of the polysaccharide chain of Shigella boydii, type 11, lipopolysaccharide

V. L. L'vov, A. P. Yakovlev, A. S. Shashkov, B. A. Dmitriev

N. F. Gamaleya Institute for Epidemiology and Microbiology, Academy of Medical Sciences ot the USSR, Moscow; N. D Zelinsky Instiute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

Abstract: On mild acid degradation of the Shigella boydii, type 11, lipopolysaccharide, the corresponding O-specific polysaccharide composed of D-glucuronic acid, 2-acetylamino-2-deoxy-D-glucose, D-ribose and L-rhamnoso residues in the ratio 1:1:1:3 was obtained. Methylation, partial acid hydrolysis and ¹³C-NMR spectral data for the polysaccharide led to the structure of the oligosaccharide repeating unit as a branched hexasaccharide:

     OAc     OAc
     |       |
     3       4
-4GlcApαl-2Rhapαl-3Rhappl-4Rhapβ1-3GlcNAcpβ1-
     |       |                        |
     2       3                        6
   AcO     Ribβ1                      OAc

Numerous O-acetyl groups attached non-stoichiometrically to the residues of D-glu-curonic acid, L-rhamnose and 2-acotylamino-2-deoxy-D-glucose were located with the use of ¹³C-NMR spectroscopy.

Russian Journal of Bioorganic Chemistry 1991, 17 (1):111-120

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