Taxonomic group: bacteria / Firmicutes
(Phylum: Firmicutes)
The structure was elucidated in this paperNCBI PubMed ID: 36233098Publication DOI: 10.3390/ijms231911797Journal NLM ID: 101092791Publisher: Basel, Switzerland: MDPI
Correspondence: A. Maciejewska <anna.maciejewska
hirszfeld.pl>
Institutions: Laboratory of Microbial Immunochemistry and Vaccines, Ludwik Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, Wroclaw, Poland
Streptococcus gallolyticus subspecies gallolyticus, known as Streptococcus bovis biotype I, is a facultative pathogen causing bacteraemia, infective endocarditis and sepsis that has been linked with colorectal cancer (CRC), but this correlation is still unclear. Bacterial surface structures, such as the major sugar antigens exposed to the outside of the microorganism, are potential virulence factors. One of the primary sugar antigens loosely attached to the cell surface is the biofilm component, exopolysaccharide (EPS). EPSs of S. bovis are poorly characterized molecules. Until now, only one S. macedonicus Sc136 EPS structure was known to the entire S. bovis group. The S. gallolyticus DSM 13808 EPS was investigated by chemical analysis, mass spectrometry and nuclear magnetic resonance (NMR) spectroscopy. The hexasaccharide repeating unit of the EPS, containing four Glc, two Rha residues and one phosphate group, has been described "→6)-α-D-Glcp-(1→3)-β-L-Rhap-(1→4)-β-D-Glcp-(1→3)-[β-D-Glcp-(1→2)]-α-L-Rhap-(1→2)-α-D-Glcp-(1→P→".
NMR, exopolysaccharide, mass spectrometry, EPS, Streptococcus bovis (biotype I), Streptococcus gallolyticus
Structure type: polymer chemical repeating unit ; 11700
Location inside paper: abstract, Fig. 1, table 1
Compound class: EPS
Contained glycoepitopes: IEDB_136105,IEDB_142488,IEDB_144998,IEDB_144999,IEDB_145002,IEDB_146664,IEDB_225177,IEDB_241118,IEDB_885823,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, NMR-2D, methylation, partial acid hydrolysis, GC-MS, 31P NMR, MALDI-TOF MS, GPC, HF treatment, sugar, analysis
NCBI Taxonomy refs (TaxIDs): 53354
Show glycosyltransferases
NMR conditions: in D2O at 298 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
0,2,3,4,3 aDGlcp 96.5 72.2 73.5 69.7 71.5 64.9
0,2,3,4 bLRhap 101.4 68.3 78.6 71.1 73.0 17.6
0,2,3 bDGlcp 104.5 74.2 76.2 77.4 75.2 61.4
0,2,2 bDGlcp 104.7 74.2 76.4 70.1 76.5 61.2
0,2 aLRhap 102.2 79.4 80.7 71.9 70.0 17.7
0 aDGlcp 95.5 79.7 72.8 69.7 73.6 61.0
P
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
0,2,3,4,3 aDGlcp 5.10 3.61 3.80 3.55 4.10 4.08-4.16
0,2,3,4 bLRhap 4.88 4.30 3.69 3.46 3.45 1.34
0,2,3 bDGlcp 4.71 3.37 3.67 3.68 3.55 3.89-3.96
0,2,2 bDGlcp 4.72 3.34 3.50 3.43 3.43 3.75-3.87
0,2 aLRhap 5.29 4.49 4.07 3.65 3.95 1.33
0 aDGlcp 5.58 3.61 3.86 3.55 3.85 3.81
P
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
0,2,3,4,3 aDGlcp 96.5/5.10 72.2/3.61 73.5/3.80 69.7/3.55 71.5/4.10 64.9/4.08-4.16
0,2,3,4 bLRhap 101.4/4.88 68.3/4.30 78.6/3.69 71.1/3.46 73.0/3.45 17.6/1.34
0,2,3 bDGlcp 104.5/4.71 74.2/3.37 76.2/3.67 77.4/3.68 75.2/3.55 61.4/3.89-3.96
0,2,2 bDGlcp 104.7/4.72 74.2/3.34 76.4/3.50 70.1/3.43 76.5/3.43 61.2/3.75-3.87
0,2 aLRhap 102.2/5.29 79.4/4.49 80.7/4.07 71.9/3.65 70.0/3.95 17.7/1.33
0 aDGlcp 95.5/5.58 79.7/3.61 72.8/3.86 69.7/3.55 73.6/3.85 61.0/3.81
P
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 0,2,3,4,3 | aDGlcp | 5.10 | 3.61 | 3.80 | 3.55 | 4.10 | 4.08
4.16 |
| 0,2,3,4 | bLRhap | 4.88 | 4.30 | 3.69 | 3.46 | 3.45 | 1.34 |
| 0,2,3 | bDGlcp | 4.71 | 3.37 | 3.67 | 3.68 | 3.55 | 3.89
3.96 |
| 0,2,2 | bDGlcp | 4.72 | 3.34 | 3.50 | 3.43 | 3.43 | 3.75
3.87 |
| 0,2 | aLRhap | 5.29 | 4.49 | 4.07 | 3.65 | 3.95 | 1.33 |
| 0 | aDGlcp | 5.58 | 3.61 | 3.86 | 3.55 | 3.85 | 3.81 |
| | P | |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 0,2,3,4,3 | aDGlcp | 96.5 | 72.2 | 73.5 | 69.7 | 71.5 | 64.9 |
| 0,2,3,4 | bLRhap | 101.4 | 68.3 | 78.6 | 71.1 | 73.0 | 17.6 |
| 0,2,3 | bDGlcp | 104.5 | 74.2 | 76.2 | 77.4 | 75.2 | 61.4 |
| 0,2,2 | bDGlcp | 104.7 | 74.2 | 76.4 | 70.1 | 76.5 | 61.2 |
| 0,2 | aLRhap | 102.2 | 79.4 | 80.7 | 71.9 | 70.0 | 17.7 |
| 0 | aDGlcp | 95.5 | 79.7 | 72.8 | 69.7 | 73.6 | 61.0 |
| | P | |
|
There is only one chemically distinct structure:
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Found 1 record.
Displayed record 1
(previously named: Streptococcus bovis biotype I DSM 13808)