Taxonomic group: bacteria / Firmicutes
(Phylum: Firmicutes)
Host organism: Bos taurus
Associated disease: mastitis [ICD11:
GB21.Z 
];
udder septicemia;
infection due to Streptococcus dysgalactiae [ICD11:
XN8UN ]
The structure was elucidated in this paperPublication DOI: 10.1016/j.carres.2013.12.018Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: kduda
fz-borstel.de
Institutions: Division of Structural Biochemistry, Priority Area of Asthma and Allergy, Research Center Borstel, Leibniz-Center for Medicine and Biosciences, Airway Research Center North (ARCN), Member of the German Center for Lung Research (DZL), Parkallee 4a/c, D-23845 Borstel, Germany
Different rhamnose-rich polysaccharides (RRP) were identified in the cell envelope of the Gram-positive bovine mastitis isolate Streptococcus dysgalactiae 2023. Structural investigations of the 1D and 2D nuclear magnetic resonance experiments as well as chemical analyses identified as main components l-Rha and d-GalNAc. Two main RRP were characterized, namely 1 being composed of the repeating unit {→3)-α-L-Rhap-(1→2)-[α-D-GalpNAc-(1→3)-β-D-GalpNAc-(1→3)-]α-l-Rhap-(1} and 2 possessing the repeat [→2)-α-L-Rhap-(1→3)-α-L-Rhap-(1→].
isolate, structural, polysaccharide, Streptococcus, repeating unit, cell, Research, chemical, polysaccharides, biochemistry, medicine, nuclear, nuclear magnetic resonance, resonance, component, NMR analysis, cell envelope, Gram-positive, rhamnan, bovine, lung, envelope, mastitis, Streptococcus dysgalactiae, allergy, Asthma
Structure type: polymer chemical repeating unit
Location inside paper: abstract, p.194, fig.3, 1
Trivial name: rhamnan
Compound class: cell wall polysaccharide
Contained glycoepitopes: IEDB_130648,IEDB_133754,IEDB_136105,IEDB_137473,IEDB_1391961,IEDB_141582,IEDB_141584,IEDB_143254,IEDB_153207,IEDB_225177,IEDB_885822,IEDB_885823
Methods: 13C NMR, 1H NMR, methylation, GLC-MS, NMR-2D, acid hydrolysis, GLC, composition analysis, NMR-1D, acetylation
Related record ID(s): 30417
NCBI Taxonomy refs (TaxIDs): 1334Reference(s) to other database(s): GTC:G68146TI
Show glycosyltransferases
NMR conditions: in D2O at 300 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
2 aLRhap 102.39 70.90 78.13 72.67 70.10 17.80
3,3,2 Ac 175.69 ?
3,3 aDGalpN 94.58 50.50 68.83 69.57 70.89 62.34
3,2 Ac 175.29 ?
3 bDGalpN 103.88 52.09 75.86 70.77 75.89 62.13
aLRhap 102.14 77.69 80.98 72.93 70.43 17.94
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
2 aLRhap 5.21 4.09 3.86 3.56 3.73 1.26
3,3,2 Ac - 2.04
3,3 aDGalpN 5.07 4.20 3.78 4.00 4.10 3.77-3.77
3,2 Ac - 2.02
3 bDGalpN 4.74 4.08 3.79 4.11 3.83 3.83-3.85
aLRhap 5.10 4.30 4.00 3.54 3.85 1.32
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
2 aLRhap 102.39/5.21 70.90/4.09 78.13/3.86 72.67/3.56 70.10/3.73 17.80/1.26
3,3,2 Ac ?/2.04
3,3 aDGalpN 94.58/5.07 50.50/4.20 68.83/3.78 69.57/4.00 70.89/4.10 62.34/3.77-3.77
3,2 Ac ?/2.02
3 bDGalpN 103.88/4.74 52.09/4.08 75.86/3.79 70.77/4.11 75.89/3.83 62.13/3.83-3.85
aLRhap 102.14/5.10 77.69/4.30 80.98/4.00 72.93/3.54 70.43/3.85 17.94/1.32
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 2 | aLRhap | 5.21 | 4.09 | 3.86 | 3.56 | 3.73 | 1.26 |
| 3,3,2 | Ac |
| 2.04 | |
| 3,3 | aDGalpN | 5.07 | 4.20 | 3.78 | 4.00 | 4.10 | 3.77
3.77 |
| 3,2 | Ac |
| 2.02 | |
| 3 | bDGalpN | 4.74 | 4.08 | 3.79 | 4.11 | 3.83 | 3.83
3.85 |
| | aLRhap | 5.10 | 4.30 | 4.00 | 3.54 | 3.85 | 1.32 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 2 | aLRhap | 102.39 | 70.90 | 78.13 | 72.67 | 70.10 | 17.80 |
| 3,3,2 | Ac | 175.69 | ? | |
| 3,3 | aDGalpN | 94.58 | 50.50 | 68.83 | 69.57 | 70.89 | 62.34 |
| 3,2 | Ac | 175.29 | ? | |
| 3 | bDGalpN | 103.88 | 52.09 | 75.86 | 70.77 | 75.89 | 62.13 |
| | aLRhap | 102.14 | 77.69 | 80.98 | 72.93 | 70.43 | 17.94 |
|
![](nmr_drawer.py?width=750&height=130&nucleus=C&rotate_labels=false&spectrum=[{"s":102.39,"l":"1","c":[0,0,225]},{"s":70.9,"l":"2","c":[0,0,225]},{"s":78.13,"l":"3","c":[0,0,225]},{"s":72.67,"l":"4","c":[0,0,225]},{"s":70.1,"l":"5","c":[0,0,225]},{"s":17.8,"l":"6","c":[0,0,225]},{"s":175.69,"l":"1","c":[0,0,0]},{"s":94.58,"l":"1","c":[230,0,30]},{"s":50.5,"l":"2","c":[230,0,30]},{"s":68.83,"l":"3","c":[230,0,30]},{"s":69.57,"l":"4","c":[230,0,30]},{"s":70.89,"l":"5","c":[230,0,30]},{"s":62.34,"l":"6","c":[230,0,30]},{"s":175.29,"l":"1","c":[0,0,0]},{"s":103.88,"l":"1","c":[0,165,0]},{"s":52.09,"l":"2","c":[0,165,0]},{"s":75.86,"l":"3","c":[0,165,0]},{"s":70.77,"l":"4","c":[0,165,0]},{"s":75.89,"l":"5","c":[0,165,0]},{"s":62.13,"l":"6","c":[0,165,0]},{"s":102.14,"l":"1","c":[120,0,225]},{"s":77.69,"l":"2","c":[120,0,225]},{"s":80.98,"l":"3","c":[120,0,225]},{"s":72.93,"l":"4","c":[120,0,225]},{"s":70.43,"l":"5","c":[120,0,225]},{"s":17.94,"l":"6","c":[120,0,225]}])
The spectrum also has 2 signals at unknown positions (not plotted). |
There is only one chemically distinct structure:
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Found 1 record.
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