Mild acid hydrolysis of the lipopolysaccharide produced by Escherichiacoli O118:H16 standard strain (NRCC 6613) afforded an O-polysaccharide (O-PS) composed of d-galactose, 2-acetamidoylamino-2,6-dideoxy-L-galactose, 2-acetamido-2-deoxy-D-glucose, ribitol, and phosphate (1:1:1:1:1). From DOC-PAGE, sugar and methylation analyses, one- and two-dimensional NMR spectroscopy, capillary electrophoresis-mass spectrometry, hydrolysis, and sequential Smith-type periodate oxidation studies, the O-PS was determined to be an unbranched linear polymer having the structure: [6)-α-D-Galp-(1→3)-α-L-FucpNAm-(1→3)-β-D-GlcpNAc-(1→3)-Rib-ol-5-P-(O→](n) The structure of the O-PS is consistent with the reported DNA data on the O-antigen gene-cluster of E. coli O118 and interestingly, the O-PS is similar to the structures of the O-antigens of Salmonellaenterica O47 and E. coli O151:H10 reference strain 880-67, as predicted from the results of DNA sequencing of their respective O-antigen gene-clusters

Lipopolysaccharide, NMR, antigen, structure, DNA, strain, structural, characterization, polysaccharide, serotype, O-antigen, O antigen, polymer, Research, Escherichia coli, acid, phosphate, NMR spectroscopy, gene cluster, O-polysaccharide, O antigens, O polysaccharide, O-antigens, hydrolysis, spectrometry, biological, reference, sugar, DNA sequencing, methylation, sequencing, spectroscopy, ribitol, linear, oxidation, standard, D-galactose, 2-acetamido-2-deoxy-D-glucose, sequential, Periodate oxidation, periodate

13C NMR data:
Linkage	Residue	C1	C2	C3	C4	C5	C6
3,3,3	aDGalp	102.8	69.6	70.7	70.8	73.0	62.8
3,3,2	Am
3,3	aLFucpN	97.8	53.1	77.9	72.3	68.5	16.4
3,2	Ac
3	bDGlcpN	103.4	57.1	79.8	69.8	76.9	62.2
	x?Rib-ol	63.8	73.1	83.2	72.7	63.9


1H NMR data:
Linkage	Residue	H1	H2	H3	H4	H5	H6
3,3,3	aDGalp	5.06	3.79	3.86	3.98	4.04	3.76
3,3,2	Am
3,3	aLFucpN	5.19	4.04	4.07	4.07	4.45	1.21
3,2	Ac
3	bDGlcpN	4.58	3.91	3.71	3.56	3.48	3.76-3.94
	x?Rib-ol	3.5-3.7	3.90	3.80	3.87	3.70-3.72


1H/13C HSQC data:
Linkage	Residue	C1/H1	C2/H2	C3/H3	C4/H4	C5/H5	C6/H6
3,3,3	aDGalp	102.8/5.06	69.6/3.79	70.7/3.86	70.8/3.98	73.0/4.04	62.8/3.76
3,3,2	Am
3,3	aLFucpN	97.8/5.19	53.1/4.04	77.9/4.07	72.3/4.07	68.5/4.45	16.4/1.21
3,2	Ac
3	bDGlcpN	103.4/4.58	57.1/3.91	79.8/3.71	69.8/3.56	76.9/3.48	62.2/3.76-3.94
	x?Rib-ol	63.8/3.5-3.7	73.1/3.90	83.2/3.80	72.7/3.87	63.9/3.70-3.72

There is only one chemically distinct structure:

SVGMWSMILES3D molIonize

 

CC(=N)N[C@@H]1[C@H](O[C@H]2[C@H](O)[C@@H](CO)O[C@@H](O[C@@H]([C@@H](O)CO)[C@H](O)CO)[C@@H]2NC(C)=O)O[C@@H](C)[C@@H](O)[C@H]1O[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O

703.692 g/mol (C₂₇H₄₉N₃O₁₈)