Lipopolysaccharide prepared from cells of Yersinia (
Pasteurella) pseudotuberculosis of serogroups I, II, III, IV, and V is known to contain the 3,6-dideoxyhexose (DDH)
paratose,
abequose,
paratose,
tyvelose, and
ascarylose in its respective O-specific side chains.
Lipopolysaccharides or
lipid-free
polysaccharides of all of the 10 known serogroups and subgroups were subjected to methylation analysis and determined as
alditol acetates by gas-liquid chromatography and mass spectrometry. The results indicated that the O-specific side chains of nine serotypes are composed of
oligosaccharide repeating units in the form of four alternative general structures in which a terminal DDH may vary. These structures are DDH [Formula: see text] 6-deoxy-d-manno-heptose [Formula: see text]
d-galactose (serogroups IA, IIA, and IVB), DDH [Formula: see text]
d-mannose [Formula: see text] l-
fucose (serogroups IB and IIB), and two configurations similar to the latter except that the 4-position of l-
fucose was either linked to the
d-mannose residue (serogroups VA and VB) or to the DDH residue (serogroups III and IVA). In contrast, O-groups in
lipopolysaccharide of the newly discovered serogroup VI contained the DDH
colitose and
2-acetamido-2-deoxy-d-galactose. Accordingly, all five known types of DDH have now been detected in
lipopolysaccharides of Y. pseudotuberculosis. The
sugar 6-deoxy-d-manno-heptose, present in O-specific side chains of serogroups IA, IIA, and IVB, has not yet been reported to occur elsewhere in nature.