The polysaccharide moiety of the O23 antigen (lipopolysaccharide) consists of D-glucose, D-galactose, 2-acetamido-2-deoxy-D-glucose, and 2-acetamido-2-deoxy-D-galactose in the molar ratios 2:1:2:1. Methylation analysis of the polysaccharide as well as one- and two-dimensional 1H and 13C NMR spectroscopy of the polysaccharide and a trisaccharide obtained by Smith degradation showed that the O23 polysaccharide has the primary structure [formula: see text].
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,3,4 aDGlcp 100.3 73.3 74.1 70.5 71.4 69.3
3,3,3,2 Ac
3,3,3 bDGlcpN 104.4 57.0 75.4 72.0 77.1 62.0
3,3 bDGalp 106.1 71.7 82.0 76.3 76.6 61.0
3,2 Ac
3 aDGalpN 98.7 49.8 78.3 69.8 72.0 62.6
2 Ac
6 aDGlcp 99.7 72.9 74.5 71.0 73.3 61.9
bDGlcpN 103.0 55.5 79.8 72.0 75.6 66.8
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,3,4 aDGlcp 4.86 3.39 3.68 3.40 4.26 3.91-4.09
3,3,3,2 Ac
3,3,3 bDGlcpN 4.64 3.53 3.51 3.34 3.38 3.72-3.83
3,3 bDGalp 4.46 3.57 3.69 4.18 3.68 3.78-3.87
3,2 Ac
3 aDGalpN 5.37 4.35 3.86 4.14 3.86 3.70-3.90
2 Ac
6 aDGlcp 4.95 3.52 3.71 3.39 3.67 3.66-3.77
bDGlcpN 4.56 3.82 3.73 3.86 3.57 3.74-4.01
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,3,4 aDGlcp 100.3/4.86 73.3/3.39 74.1/3.68 70.5/3.40 71.4/4.26 69.3/3.91-4.09
3,3,3,2 Ac
3,3,3 bDGlcpN 104.4/4.64 57.0/3.53 75.4/3.51 72.0/3.34 77.1/3.38 62.0/3.72-3.83
3,3 bDGalp 106.1/4.46 71.7/3.57 82.0/3.69 76.3/4.18 76.6/3.68 61.0/3.78-3.87
3,2 Ac
3 aDGalpN 98.7/5.37 49.8/4.35 78.3/3.86 69.8/4.14 72.0/3.86 62.6/3.70-3.90
2 Ac
6 aDGlcp 99.7/4.95 72.9/3.52 74.5/3.71 71.0/3.39 73.3/3.67 61.9/3.66-3.77
bDGlcpN 103.0/4.56 55.5/3.82 79.8/3.73 72.0/3.86 75.6/3.57 66.8/3.74-4.01