Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Institute for Biological Sciences, National Research Council of Canada, Ottawa ON
The specific polysaccharide antigen of Streptococcus pneumoniae serotype 35A was shown, by a combination of one- and two-dimensional NMR methods and chemical analyses, to be a high-molecular-mass polymer composed of D-galactose, D-glucose, mannitol, and phosphate (3:1:1:1). The pentasaccharide repeating unit is polymerized through phosphate diester linkages to give the structure, [formula in text] O-Acetyl substituents are present at positions 5 and 6 of the 3)-β-D-Galf residue and at position 2 of the 6)-β-D-Galf residue. The capsular polysaccharides of S. pneumoniae serotypes 20 and 35A both contain the disaccharide unit →3)-β-D-Galf-(1→3)-β-D-Glcp-(1→ which is the probable structural determinant responsible for the serological cross reactivity of the two polysaccharides
abstract, p. 167
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
0,1,6,3,3 bDGalp 103.6 70.3 78.2 68.5 75.3 61.4
0,1,6,3,5 Ac ? ?
0,1,6,3,6 Ac ? ?
0,1,6,3 bDGalf 108.6 80.2 84.5 82.0 70.3 64.2
0,1,6 bDGlcp 103.4 74.0 82.1 68.4 75.2 61.4
0,1,2 Ac
0,1 bDGalf 106.6 84.3 76.2 74.3 70.5 72.3
0 xDMan-ol 70.0 70.0 69.0 69.0 69.0 69.5
P
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
0,1,6,3,3 bDGalp 4.53 3.68 4.14 4.18 3.74 3.78
0,1,6,3,5 Ac
0,1,6,3,6 Ac
0,1,6,3 bDGalf 5.36 4.38 4.07 4.52 5.58 4.36
0,1,6 bDGlcp 4.55 3.47 3.68 3.46 3.51 3.74-3.93
0,1,2 Ac
0,1 bDGalf 5.19 5.00 4.25 4.08 3.78 3.78-4.08
0 xDMan-ol 3.67-3.89 4.03 3.90 3.90 3.90 4.12
P
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
0,1,6,3,3 bDGalp 103.6/4.53 70.3/3.68 78.2/4.14 68.5/4.18 75.3/3.74 61.4/3.78
0,1,6,3,5 Ac NMR TSV error 2: unequal length of 13C and 1H datasets
0,1,6,3,6 Ac NMR TSV error 2: unequal length of 13C and 1H datasets
0,1,6,3 bDGalf 108.6/5.36 80.2/4.38 84.5/4.07 82.0/4.52 70.3/5.58 64.2/4.36
0,1,6 bDGlcp 103.4/4.55 74.0/3.47 82.1/3.68 68.4/3.46 75.2/3.51 61.4/3.74-3.93
0,1,2 Ac
0,1 bDGalf 106.6/5.19 84.3/5.00 76.2/4.25 74.3/4.08 70.5/3.78 72.3/3.78-4.08
0 xDMan-ol 70.0/3.67-3.89 70.0/4.03 69.0/3.90 69.0/3.90 69.0/3.90 69.5/4.12
P
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