Taxonomic group: bacteria / Firmicutes
(Phylum: Firmicutes)
Associated disease: infection due to Streptococcus pneumoniae [ICD11:
XN3PW 
]
The structure was elucidated in this paperPublication DOI: 10.1139/v95-006Journal NLM ID: 0372705Publisher: National Research Council of Canada Canada
Institutions: Institute for Biological Science, National research Council of Canada, Ottava, ON K1A 0R6, Canada, Merck Research Laboratories, West Point, PA, USA
The specific capsular antigen of Streptococcus pneumoniae serotype 35B was shown by a combination of 2D NMR methods and mass spectrometric and classical carbohydarate chemical techniques to be a high molecular weihgt polymer containing D-galactose, D-glucose, 2-acetamido-2deoxy-D-galactose, and ribitol (2:1:1:1). The polysaccharide repeating unit is polymerized through phosphate diester linkages to give the structure {structure}. Seventy persent of the bDGalf residues glycosidically linked to the ribitol units carry an O-acetyl sustituent.
antigen, structure, capsular, characterization, K-antigen, polysaccharide, serotype, Streptococcus, Streptococcus pneumoniae
Structure type: polymer chemical repeating unit
Location inside paper: abstract
Compound class: K-antigen
Contained glycoepitopes: IEDB_114703,IEDB_130648,IEDB_136095,IEDB_137472,IEDB_137473,IEDB_142488,IEDB_146664,IEDB_190606,IEDB_591403,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, methylation, GLC-MS, NMR-2D, GLC-EI-MS, FAB-MS
Related record ID(s): 1831, 1832, 1833, 1834
NCBI Taxonomy refs (TaxIDs): 1313Reference(s) to other database(s): GTC:G71158IH
Show glycosyltransferases
NMR conditions: in D2O at 303 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
0,1,6,3,6,2 Ac 175.2 22.7
0,1,6,3,6 bDGalpN 102.9 52.9 70.8 73.0 74.9 61.0
0,1,6,3 bDGalf 108.4 81.4 76.4 84.0 71.3 71.6
0,1,6 bDGlcp 103.0 73.6 82.6 68.5 76.0 61.1
0,1,2 70%Ac
0,1 bDGalf 105.3 83.4 75.5 83.4 71.3 71.6
0 xDRib-ol 68.3 70.3 71.7 69.5 67.2
P
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
0,1,6,3,6,2 Ac - 2.05
0,1,6,3,6 bDGalpN 4.55 3.97 3.83 4.52 3.65 3.94-3.98
0,1,6,3 bDGalf 5.28 4.17 4.08 4.06 3.92 3.69-4.06
0,1,6 bDGlcp 4.54 3.46 3.64 3.46 3.50 3.75-3.93
0,1,2 70%Ac - 2.15
0,1 bDGalf 5.18 4.97 4.23 4.08 3.92 3.69-4.06
0 xDRib-ol 3.74-3.84 4.03 3.78 3.94 4.06-4.14
P
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
0,1,6,3,6,2 Ac 22.7/2.05
0,1,6,3,6 bDGalpN 102.9/4.55 52.9/3.97 70.8/3.83 73.0/4.52 74.9/3.65 61.0/3.94-3.98
0,1,6,3 bDGalf 108.4/5.28 81.4/4.17 76.4/4.08 84.0/4.06 71.3/3.92 71.6/3.69-4.06
0,1,6 bDGlcp 103.0/4.54 73.6/3.46 82.6/3.64 68.5/3.46 76.0/3.50 61.1/3.75-3.93
0,1,2 70%Ac NMR TSV error 2: unequal length of 13C and 1H datasets
0,1 bDGalf 105.3/5.18 83.4/4.97 75.5/4.23 83.4/4.08 71.3/3.92 71.6/3.69-4.06
0 xDRib-ol 68.3/3.74-3.84 70.3/4.03 71.7/3.78 69.5/3.94 67.2/4.06-4.14
P
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 0,1,6,3,6,2 | Ac |
| 2.05 | |
| 0,1,6,3,6 | bDGalpN | 4.55 | 3.97 | 3.83 | 4.52 | 3.65 | 3.94
3.98 |
| 0,1,6,3 | bDGalf | 5.28 | 4.17 | 4.08 | 4.06 | 3.92 | 3.69
4.06 |
| 0,1,6 | bDGlcp | 4.54 | 3.46 | 3.64 | 3.46 | 3.50 | 3.75
3.93 |
| 0,1,2 | 70%Ac |
| 2.15 | |
| 0,1 | bDGalf | 5.18 | 4.97 | 4.23 | 4.08 | 3.92 | 3.69
4.06 |
| 0 | xDRib-ol | 3.74
3.84 | 4.03 | 3.78 | 3.94 | 4.06
4.14 | |
| | P | |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 0,1,6,3,6,2 | Ac | 175.2 | 22.7 | |
| 0,1,6,3,6 | bDGalpN | 102.9 | 52.9 | 70.8 | 73.0 | 74.9 | 61.0 |
| 0,1,6,3 | bDGalf | 108.4 | 81.4 | 76.4 | 84.0 | 71.3 | 71.6 |
| 0,1,6 | bDGlcp | 103.0 | 73.6 | 82.6 | 68.5 | 76.0 | 61.1 |
| 0,1,2 | 70%Ac | |
| 0,1 | bDGalf | 105.3 | 83.4 | 75.5 | 83.4 | 71.3 | 71.6 |
| 0 | xDRib-ol | 68.3 | 70.3 | 71.7 | 69.5 | 67.2 | |
| | P | |
|
There is only one chemically distinct structure:
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Found 1 record.
Displayed record 1
