A specific acidic polysaccharide has been isolated from the Shigella boydii type 14 antigenic lipopolysaccharide after mild hydrolysis followed by chromatography on Sephadex G-50. The polysaccharide consists of the D-glucuronic acid, 2-acetamido-2-deoxy-D-glucose and D-galactose residues in the ratio 1:1:3. From the results of methylation analysis and partial acid hydrolysis, the structure of the repeating unit of the specific polysaccharide was deduced as follows: (-6DGalp α 1-4DGlcAp β 1-6DGalp β 1-4DGalp β 1-4DGlcNAcp β 1-)n. The 13C NMR spectra of native and carboxyl-reduced polysaccharides, as well as of oligosaccharides produced by partial acid hydrolysis fully confirmed the proposed structure. The approach was suggested to determine the type of substitution of uronic acid moieties in polysaccharide chain by use of chromato-mass-spectrometry of acetylated methyl esters of partially methylated aldonic acids. Serological characteristics of Sh. boydii LPS type 14 and its modified derivatives are discussed

13C NMR data:
Linkage	Residue	C1	C2	C3	C4	C5	C6
4,4,6,4	aDGalp	100.1	69.3	69.5	70.0	69.5	67.7
4,4,6	bDGlcpA	103.8	73.7	75.3	77.9	76.8	175.1
4,4	bDGalp	105.1	72.2	73.7	69.5	74.5	70.7
4	bDGalp	103.8	72.2	73.8	78.0	75.9	61.7
2	Ac	175.5	23.2
	bDGlcpN	102.1	56.0	74.5	79.6	75.6	61.0


1H NMR data:
missing...

There is only one chemically distinct structure:

SVGMWSMILES3D molIonize

 

*OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](OC[C@H]3O[C@@H](O[C@@H]4[C@H](O)[C@@H](O)[C@H](O[C@H]5[C@H](O)[C@@H](NC(C)=O)[C@H](*)O[C@@H]5CO)O[C@@H]4CO)[C@H](O)[C@@H](O)[C@H]3O)O[C@@H]2C(=O)O)[C@H](O)[C@@H](O)[C@H]1O

865.741 g/mol (C₃₂H₅₁R₂NO₂₆, R = next and previous repeats, not counted in mol weight)