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

13C NMR data:
Linkage	Residue	C1	C2	C3	C4	C5	C6
0,2	80%aDGlcp	99.2	72.9	74.4	71.1	73.3	62.0
0	x?Gro	66.8	76.7	66.0
	P


1H NMR data:
Linkage	Residue	H1	H2	H3	H4	H5	H6
0,2	80%aDGlcp	5.17	3.54	3.76	3.41	3.91	3.77-3.88
0	x?Gro	4.04-4.06	4.13	4.04-4.08
	P


1H/13C HSQC data:
Linkage	Residue	C1/H1	C2/H2	C3/H3	C4/H4	C5/H5	C6/H6
0,2	80%aDGlcp	99.2/5.17	72.9/3.54	74.4/3.76	71.1/3.41	73.3/3.91	62.0/3.77-3.88
0	x?Gro	66.8/4.04-4.06	76.7/4.13	66.0/4.04-4.08
	P

There is only one chemically distinct structure:

SVGMWSMILES3D molIonize

 

*OCC(COP(*)(=O)O)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

316.199 g/mol (C₉H₁₇R₂O₁₀P, R = next and previous repeats, not counted in mol weight)