Structure elucidation and gene cluster annotation of the O-antigen of Vibrio cholerae O100 containing two rarely occurred amino sugar derivatives

Abstract O-polysaccharide (O-antigen) was isolated from the lipopolysaccharide of Vibrio cholerae O100 and studied by component analyses and 1D and 2D NMR spectroscopy. The following structure of the O-polysaccharide was established: →3)-β- d -Qui p NAc4N(dHh)-(1 → 3)-α- d -Fuc p 4N( R Hb)-(1 → 3)-α- l -Fuc p NAc-(1→ where Hb and dHh indicate 3-hydroxybutanoyl and 3,5-dihydroxyhexanoyl, respectively. The O-antigen gene cluster of V. cholerae O100 has been sequenced. The gene functions were tentatively assigned by comparison with sequences in the available databases and found to be in agreement with the OPS structure.