Taxonomic group: bacteria / Firmicutes
(Phylum: Firmicutes)
Associated disease: infection due to Enterococcus faecium [ICD11:
XN51E 
]
The structure was elucidated in this paperNCBI PubMed ID: 22024569Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: zbyszek
chem.univ.gda.pl(Z. Kaczynski)
Institutions: Faculty of Chemistry, University of Gdansk, Gdansk, Poland
Wall teichoic acid (WTA) was isolated from Enterococcus faecium strain U0317 and structurally characterized using (1)H, (13)C, and (31)P NMR spectroscopy, including two-dimensional COSY, TOCSY, ROESY, HMQC, and HMBC experiments. Further compositional determination was undertaken using classical chemical methods and HF treatment followed by GLC and GLC-MS analyses. The repeating unit of WTA consisted of two residues of 2-acetamido-2-deoxy-d-galactose, glycerol (Gro), and phosphate, and has the structure shown below: (formula: see text).
NMR, structure, polysaccharide, Enterococcus faecium, U0317 strain, wall teichoic acid
Structure type: polymer chemical repeating unit
Location inside paper: abstract, p.2817
Trivial name: cell wall teichoic acid, teichoic acid
Compound class: CPS, cell wall polysaccharide
Contained glycoepitopes: IEDB_130648,IEDB_137473,IEDB_1391961,IEDB_141582,IEDB_141584,IEDB_153207,IEDB_885822
Methods: 13C NMR, 1H NMR, methylation, GLC-MS, NMR-2D, HF solvolysis, sugar analysis, 31P NMR, GLC, MALDI-TOF MS, NMR-1D
Related record ID(s): 26573
NCBI Taxonomy refs (TaxIDs): 547468Reference(s) to other database(s): GTC:G57842LV
Show glycosyltransferases
NMR conditions: in D2O at 320 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
0,2,3,2 Ac 174.80 22.49
0,2,3 aDGalpN 93.57 49.54 67.83 68.24 70.41 64.70
0,2,2 Ac 174.91 22.13
0,2 bDGalpN 101.46 51.18 75.20 64.03 75.20 61.24
0 x?Gro 60.80 79.78 64.93
P
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
0,2,3,2 Ac - 2.079
0,2,3 aDGalpN 5.062 4.218 3.798 4.047 3.956 4.000-4.050
0,2,2 Ac - 2.036
0,2 bDGalpN 4.687 4.058 3.825 4.088 3.651 3.746-3.841
0 x?Gro 3.684-3.728 3.996 4.020-4.020
P
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
0,2,3,2 Ac 22.49/2.079
0,2,3 aDGalpN 93.57/5.062 49.54/4.218 67.83/3.798 68.24/4.047 70.41/3.956 64.70/4.000-4.050
0,2,2 Ac 22.13/2.036
0,2 bDGalpN 101.46/4.687 51.18/4.058 75.20/3.825 64.03/4.088 75.20/3.651 61.24/3.746-3.841
0 x?Gro 60.80/3.684-3.728 79.78/3.996 64.93/4.020-4.020
P
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 0,2,3,2 | Ac |
| 2.079 | |
| 0,2,3 | aDGalpN | 5.062 | 4.218 | 3.798 | 4.047 | 3.956 | 4.000
4.050 |
| 0,2,2 | Ac |
| 2.036 | |
| 0,2 | bDGalpN | 4.687 | 4.058 | 3.825 | 4.088 | 3.651 | 3.746
3.841 |
| 0 | x?Gro | 3.684
3.728 | 3.996 | 4.020
4.020 | |
| | P | |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 0,2,3,2 | Ac | 174.80 | 22.49 | |
| 0,2,3 | aDGalpN | 93.57 | 49.54 | 67.83 | 68.24 | 70.41 | 64.70 |
| 0,2,2 | Ac | 174.91 | 22.13 | |
| 0,2 | bDGalpN | 101.46 | 51.18 | 75.20 | 64.03 | 75.20 | 61.24 |
| 0 | x?Gro | 60.80 | 79.78 | 64.93 | |
| | P | |
|
There is only one chemically distinct structure:
Found 
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