Taxonomic group: bacteria / Firmicutes
(Phylum: Firmicutes)
Associated disease: infection due to Bacillus subtilis [ICD11:
XM4SG9 
]
The structure was elucidated in this paperNCBI PubMed ID: 19538128Publication DOI: 10.1134/s0006297909050095Journal NLM ID: 0370623Publisher: American Chemical Society
Correspondence: potekhina

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Institutions: Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
Teichoic acid and disaccharide-1-phosphate polymer were identified in the cell walls of Bacillus subtilis subsp. subtilis VKM B-501(T). The teichoic acid represents 1,3-poly(glycerol phosphate) 80% substituted by α-D-glucopyranose residues at O-2 of glycerol. The linear repeating unit of disaccharide-1-phosphate polymer contains the residues of β-D-glucopyranose, N-acetyl-α-D-galactosamine, and phosphate and has the following structure: -6)-β-D-Glcp-(1→3)-α-D-GalpNAc-(1-P-. The structures of two anionic polymers were determined by chemical and NMR-spectroscopic methods. The 1H- and 13C-NMR spectral data on disaccharide-1-phosphate polymer are presented for the first time.
NMR spectroscopy, cell wall, teichoic acid, Bacillus subtilis, anionic polysaccharides, disaccharide-1-phosphate polymer
Structure type: polymer chemical repeating unit
Location inside paper: abstract, p.547, table 1, polymer II
Trivial name: poly(glycosyl 1-phosphate)
Compound class: cell wall polysaccharide, teichoic acid
Methods: 13C NMR, 1H NMR, NMR-2D, sugar analysis, enzymatic hydrolysis, 31P NMR, acid hydrolysis, paper chromatography, electrophoresis
Related record ID(s): 23840, 24232
NCBI Taxonomy refs (TaxIDs): 1423Reference(s) to other database(s): GTC:G09659CF
Show glycosyltransferases
NMR conditions: in D2O at 303 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3
0 x?Gro 67.7 70.8 67.7
P
1H NMR data:
Linkage Residue H1 H2 H3
0 x?Gro 3.94-3.99 4.06 3.94-3.99
P
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3
0 x?Gro 67.7/3.94-3.99 70.8/4.06 67.7/3.94-3.99
P
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 |
| 0 | x?Gro | 3.94 3.99 | 4.06 | 3.94 3.99 |
| | P | |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 |
| 0 | x?Gro | 67.7 | 70.8 | 67.7 |
| | P | |
|
There is only one chemically distinct structure:
*OCC(O)COP(*)(=O)O
154.058 g/mol (C3H7R2O5P, R = next and previous repeats, not counted in mol weight)