Taxonomic group: bacteria / Firmicutes
(Phylum: Firmicutes)
Associated disease: infection due to Streptococcus pneumoniae [ICD11:
XN3PW 
]
The structure was elucidated in this paperNCBI PubMed ID: 2743350Publication DOI: 10.1016/0008-6215(89)80008-4Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Department of Bio-Organic Chemistry, Utrecht University, Utrecht, The Netherlands
The capsular polysaccharide of Streptococcus pneumoniae serotype 6B [→2)-α-D-Galp-(1→3)-α-D-Glcp-(1→3)-α-L-Rhap-(1→4)-D-Rib-OH-(5-P→]n was depolymerised under alkaline (NaOH) and acidic (HF) conditions. The former treatment yielded, as the major component, α-2-P-Galp-(1→3)-α-Glcp-(1→3)-α-Rhap-(1→4)-5-P-Rib-OH. The latter treatment at -16 degrees gave α-Galp-(1→3)-α-Glcp-(1→3)-α-Rhap-(1→4)-Rib-OH-(5-P→2)-α-Galp-(1→3)-α-Glcp-(1→3)-α-Rhap-(1→4)-Rib-OH and at 4 degrees gave α-Galp-(1→3)-α-Glcp-(1→3)-α-Rhap-(1→4)-Rib-OH. These oligosaccharides were characterised by sugar analysis, f.a.b.-m.s., and 1H- and 13C-n.m.r. spectroscopy.
Structure type: oligomer
Location inside paper: p.268, structure 3, table I, table II
Compound class: CPS
Contained glycoepitopes: IEDB_114703,IEDB_136105,IEDB_136906,IEDB_137472,IEDB_141794,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_153532,IEDB_153753,IEDB_158539,IEDB_190606,IEDB_225177,IEDB_591403,IEDB_885823,IEDB_983931,SB_192,SB_7
Methods: 13C NMR, 1H NMR, GLC-MS, NMR-2D, sugar analysis, 31P NMR, acid hydrolysis, GLC, alkaline hydrolysis, HF treatment
Comments, role: alkaline hydrolysis of the CPS
Related record ID(s): 2613, 2614, 115629, 115630
NCBI Taxonomy refs (TaxIDs): 1313Reference(s) to other database(s): GTC:G81638PN, GlycomeDB:
15851
Show glycosyltransferases
NMR conditions: in D2O at 313 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
0,4,3,3,2 P
0,4,3,3 aDGalp 98.83 74.39 69.53 70.44 71.56 61.84
0,4,3 aDGlcp 96.59 71.09 80.53 71.09 72.52 61.48
0,4 aLRhap 100.96 68.08 76.38 71.44 70.59 18.01
0 xDRib-ol 63.86 72.52 73.28 78.14 65.84
P
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
0,4,3,3,2 P
0,4,3,3 aDGalp 5.623 4.289 4.004 4.069 4.329 3.740-3.740
0,4,3 aDGlcp 5.141 3.672 3.978 3.719 3.993 3.790-3.790
0,4 aLRhap 5.159 4.283 3.883 3.579 3.801 1.308
0 xDRib-ol 3.630-3.801 3.779 3.841 4.120 4.110-4.238
P
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
0,4,3,3,2 P
0,4,3,3 aDGalp 98.83/5.623 74.39/4.289 69.53/4.004 70.44/4.069 71.56/4.329 61.84/3.740-3.740
0,4,3 aDGlcp 96.59/5.141 71.09/3.672 80.53/3.978 71.09/3.719 72.52/3.993 61.48/3.790-3.790
0,4 aLRhap 100.96/5.159 68.08/4.283 76.38/3.883 71.44/3.579 70.59/3.801 18.01/1.308
0 xDRib-ol 63.86/3.630-3.801 72.52/3.779 73.28/3.841 78.14/4.120 65.84/4.110-4.238
P
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 0,4,3,3,2 | P | |
| 0,4,3,3 | aDGalp | 5.623 | 4.289 | 4.004 | 4.069 | 4.329 | 3.740
3.740 |
| 0,4,3 | aDGlcp | 5.141 | 3.672 | 3.978 | 3.719 | 3.993 | 3.790
3.790 |
| 0,4 | aLRhap | 5.159 | 4.283 | 3.883 | 3.579 | 3.801 | 1.308 |
| 0 | xDRib-ol | 3.630
3.801 | 3.779 | 3.841 | 4.120 | 4.110
4.238 | |
| | P | |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 0,4,3,3,2 | P | |
| 0,4,3,3 | aDGalp | 98.83 | 74.39 | 69.53 | 70.44 | 71.56 | 61.84 |
| 0,4,3 | aDGlcp | 96.59 | 71.09 | 80.53 | 71.09 | 72.52 | 61.48 |
| 0,4 | aLRhap | 100.96 | 68.08 | 76.38 | 71.44 | 70.59 | 18.01 |
| 0 | xDRib-ol | 63.86 | 72.52 | 73.28 | 78.14 | 65.84 | |
| | P | |
|
There is only one chemically distinct structure:
Found 
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