Taxonomic group: bacteria / Firmicutes
(Phylum: Firmicutes)
Associated disease: infection due to Bacillus subtilis [ICD11:
XM4SG9 
]
The structure was elucidated in this paperNCBI PubMed ID: 21514573Publication DOI: 10.1016/j.carres.2011.03.034Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: G.M. Streshinskaya <streshinskaya
mail.ru>
Institutions: School of Biology, M. V. Lomonosov Moscow State University, Moscow, Russian Federation
The cell wall of Bacillus subtilis VKM B-762 contains, along with 1,5-poly[4-O-(2-acetamido-2-deoxy-β-d-glucopyranosyl)ribitol phosphate], a novel type of glycopolymer involving three types of inter-monomeric bonds in the repeating unit, viz., amide, glycosidic and phosphodiester: [See figure in text]. Such a structural pattern of natural glycopolymers has been hitherto unknown. This polymer represents a novel type of teichoic acids.
cell wall, teichoic acid, Bacillus, Bacillus subtilis, NMR-spectroscopy
Structure type: oligomer
Location inside paper: p. 1175, table 1, fully O-acetylated glycoside B
Methods: 13C NMR, 1H NMR, deacetylation, NMR-2D, partial acid hydrolysis, HF solvolysis, 31P NMR, ESI-MS, composition analysis, peracetylation
Related record ID(s): 26345, 26455, 26456, 26457, 26458
NCBI Taxonomy refs (TaxIDs): 1423
Show glycosyltransferases
NMR conditions: in D2O at 303 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
1,4,2 Ac
1,4,3 Ac
1,4 l?GroA 167.2 71.5 63.4
1,2 Ac
1,3 Ac
1 bDQuip4N 100.6 70.9 71.9 55.1 72.1 17.5
2 Ac
3 Ac
x?Gro 67.0 70.0 62.4
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
1,4,2 Ac
1,4,3 Ac
1,4 l?GroA - 5.32 4.34-4.42
1,2 Ac
1,3 Ac
1 bDQuip4N 4.46 4.98 4.98 3.96 3.46 1.28
2 Ac
3 Ac
x?Gro 3.66-3.93 5.13 4.09-4.28
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
1,4,2 Ac
1,4,3 Ac
1,4 l?GroA 71.5/5.32 63.4/4.34-4.42
1,2 Ac
1,3 Ac
1 bDQuip4N 100.6/4.46 70.9/4.98 71.9/4.98 55.1/3.96 72.1/3.46 17.5/1.28
2 Ac
3 Ac
x?Gro 67.0/3.66-3.93 70.0/5.13 62.4/4.09-4.28
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 1,4,2 | Ac | |
| 1,4,3 | Ac | |
| 1,4 | l?GroA |
| 5.32 | 4.34
4.42 | |
| 1,2 | Ac | |
| 1,3 | Ac | |
| 1 | bDQuip4N | 4.46 | 4.98 | 4.98 | 3.96 | 3.46 | 1.28 |
| 2 | Ac | |
| 3 | Ac | |
| | x?Gro | 3.66
3.93 | 5.13 | 4.09
4.28 | |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 1,4,2 | Ac | |
| 1,4,3 | Ac | |
| 1,4 | l?GroA | 167.2 | 71.5 | 63.4 | |
| 1,2 | Ac | |
| 1,3 | Ac | |
| 1 | bDQuip4N | 100.6 | 70.9 | 71.9 | 55.1 | 72.1 | 17.5 |
| 2 | Ac | |
| 3 | Ac | |
| | x?Gro | 67.0 | 70.0 | 62.4 | |
|
There is only one chemically distinct structure:
Found 
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