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
0,3	bDGlcp	105.6	74.4	76.9	70.7	75.9	66.0
0,2	Ac	176.2	23.6
0	aDGalpN	95.8	50.0	78.8	69.6	73.3	62.6
	P


1H NMR data:
Linkage	Residue	H1	H2	H3	H4	H5	H6
0,3	bDGlcp	4.59	3.31	3.48	3.48	3.54	4.07-4.17
0,2	Ac	-	2.05
0	aDGalpN	5.49	4.37	4.06	4.31	4.15	3.78
	P


1H/13C HSQC data:
Linkage	Residue	C1/H1	C2/H2	C3/H3	C4/H4	C5/H5	C6/H6
0,3	bDGlcp	105.6/4.59	74.4/3.31	76.9/3.48	70.7/3.48	75.9/3.54	66.0/4.07-4.17
0,2	Ac		23.6/2.05
0	aDGalpN	95.8/5.49	50.0/4.37	78.8/4.06	69.6/4.31	73.3/4.15	62.6/3.78
	P

There is only one chemically distinct structure:

SVGMWSMILES3D molIonize

 

*OC[C@H]1O[C@@H](O[C@H]2[C@@H](O)[C@@H](CO)O[C@H](OP(*)(=O)O)[C@@H]2NC(C)=O)[C@H](O)[C@@H](O)[C@@H]1O

445.314 g/mol (C₁₄H₂₄R₂NO₁₃P, R = next and previous repeats, not counted in mol weight)