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Taxonomic group: bacteria / Proteobacteria (Phylum: Proteobacteria)
Host organism: Sus scrofa
Associated disease: septicemia [ICD11: MA15.Y

]; pleuropneumonia [ICD11: CA40

, ICD11: CA40.Y

]; meningitis [ICD11: 1D01

]; gastroenteritis [ICD11: 1A40.0

]; enterocolitis [ICD11: 1A40.Z

]

The structure was elucidated in this paper
NCBI PubMed ID: 21639829
Publication DOI: 10.1139/o11-003
Journal NLM ID: 8606068
Publisher: Ottawa: National Research Council of Canada
Correspondence: M.A. Monteiro <monteiro

uoguelph.ca>
Institutions: Department of Chemistry, University of Guelph, Canada

The Gram-negative bacteria Actinobacillus suis colonizes the upper respiratory and genital tracts of swine. Along with capsular polysaccharides, lipopolysaccharides (O-chain→core→lipid A~cell) are a main cell-surface component of A. suis. In this study, we determined that A. suis lipopolysaccharide incorporates a conserved core that shares some structural features with several core types of A. pleuropneumoniae . These common core structural features likely account for the observed serological cross-reactivity between A. suis and A. pleuropneumoniae, and the data suggest that the structural epitopes responsible for immunogenicity are those in the outer core domain.

Lipopolysaccharide, core, Actinobacillus suis, Actinobacillus pleuropneumoniae

Structure type: oligomer
Location inside paper: p.357, fig.7(a)
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_130650,IEDB_136044,IEDB_137472,IEDB_137779,IEDB_138949,IEDB_139428,IEDB_140087,IEDB_140088,IEDB_140090,IEDB_141794,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_190606,IEDB_2189046,IEDB_2189047,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_7,SB_88

Methods: 13C NMR, 1H NMR, NMR-2D, sugar analysis, ESI-MS, MS/MS, NMR-1D, immunoblotting
3D data: molecular modeling

Related record ID(s): 26629, 26630, 26631
NCBI Taxonomy refs (TaxIDs): 716
Reference(s) to other database(s): GTC:G40545KZ
Show glycosyltransferases

NMR conditions: in D2O at 295 K [as TSV]

13C NMR data:
Linkage	Residue	C1	C2	C3	C4	C5	C6	C7
5,3,2	aXLDmanHepp	101.05	69.93	70.42	65.96	71.10	?	?
5,3	aXLDmanHepp	98.99	79.43	68.85	66.32	70.86	69.21	?
5,4,6,4	bDGalp	102.88	71.08	72.30	68.41	?	?
5,4,6,6	aXDDmanHepp	97.29	70.42	70.60	66.79	73.07	72.06	?
5,4,6	aXDDmanHepp	98.32	69.09	69.39	76.70	69.21	74.54	?
5,4	bDGlcp	102.72	73.36	76.84	69.13	73.70	63.36
5,6	aDGlcp	101.50	70.86	72.62	68.37	71.34	?
5	aXLDmanHepp	97.88	69.21	72.62	73.88	71.06	79.21	?
	?XKdo?


1H NMR data:
Linkage	Residue	H1	H2	H3	H4	H5	H6	H7
5,3,2	aXLDmanHepp	5.17	4.05	3.89	3.84	3.84	?	?
5,3	aXLDmanHepp	5.72	4.21	3.88	3.92	3.57	4.06	?
5,4,6,4	bDGalp	4.47	3.56	3.68	3.94	?	?
5,4,6,6	aXDDmanHepp	5.04	3.89	3.82	3.78	3.97	4.02	?
5,4,6	aXDDmanHepp	4.98	4.15	3.93	3.99	4.08	4.30	?
5,4	bDGlcp	4.67	3.55	3.43	3.63	3.52	3.72-4.06
5,6	aDGlcp	5.21	3.57	3.81	3.60	3.92	?
5	aXLDmanHepp	5.11	4.02	3.98	4.22	3.79	4.13	?
	?XKdo?


1H/13C HSQC data:
Linkage	Residue	C1/H1	C2/H2	C3/H3	C4/H4	C5/H5	C6/H6	C7/H7
5,3,2	aXLDmanHepp	101.05/5.17	69.93/4.05	70.42/3.89	65.96/3.84	71.10/3.84	?/?	?/?
5,3	aXLDmanHepp	98.99/5.72	79.43/4.21	68.85/3.88	66.32/3.92	70.86/3.57	69.21/4.06	?/?
5,4,6,4	bDGalp	102.88/4.47	71.08/3.56	72.30/3.68	68.41/3.94	?/?	?/?
5,4,6,6	aXDDmanHepp	97.29/5.04	70.42/3.89	70.60/3.82	66.79/3.78	73.07/3.97	72.06/4.02	?/?
5,4,6	aXDDmanHepp	98.32/4.98	69.09/4.15	69.39/3.93	76.70/3.99	69.21/4.08	74.54/4.30	?/?
5,4	bDGlcp	102.72/4.67	73.36/3.55	76.84/3.43	69.13/3.63	73.70/3.52	63.36/3.72-4.06
5,6	aDGlcp	101.50/5.21	70.86/3.57	72.62/3.81	68.37/3.60	71.34/3.92	?/?
5	aXLDmanHepp	97.88/5.11	69.21/4.02	72.62/3.98	73.88/4.22	71.06/3.79	79.21/4.13	?/?
	?XKdo?

¹H NMR data:

Linkage	Residue	H1	H2	H3	H4	H5	H6	H7
5,3,2	aXLDmanHepp	5.17	4.05	3.89	3.84	3.84	?	?
5,3	aXLDmanHepp	5.72	4.21	3.88	3.92	3.57	4.06	?
5,4,6,4	bDGalp	4.47	3.56	3.68	3.94	?	?
5,4,6,6	aXDDmanHepp	5.04	3.89	3.82	3.78	3.97	4.02	?
5,4,6	aXDDmanHepp	4.98	4.15	3.93	3.99	4.08	4.30	?
5,4	bDGlcp	4.67	3.55	3.43	3.63	3.52	3.72 4.06
5,6	aDGlcp	5.21	3.57	3.81	3.60	3.92	?
5	aXLDmanHepp	5.11	4.02	3.98	4.22	3.79	4.13	?
	?XKdo?

¹³C NMR data:

Linkage	Residue	C1	C2	C3	C4	C5	C6	C7
5,3,2	aXLDmanHepp	101.05	69.93	70.42	65.96	71.10	?	?
5,3	aXLDmanHepp	98.99	79.43	68.85	66.32	70.86	69.21	?
5,4,6,4	bDGalp	102.88	71.08	72.30	68.41	?	?
5,4,6,6	aXDDmanHepp	97.29	70.42	70.60	66.79	73.07	72.06	?
5,4,6	aXDDmanHepp	98.32	69.09	69.39	76.70	69.21	74.54	?
5,4	bDGlcp	102.72	73.36	76.84	69.13	73.70	63.36
5,6	aDGlcp	101.50	70.86	72.62	68.37	71.34	?
5	aXLDmanHepp	97.88	69.21	72.62	73.88	71.06	79.21	?
	?XKdo?

The spectrum also has 9 signals at unknown positions (not plotted).

There are 2 chemically distinct structures. Please, select:

O=C(O)C1(O)C[C@@H](O)[C@@H](O[C@H]2O[C@H]([C@H](CO)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H]([C@@H](CO)O[C@H]5O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]5O)[C@@H](O[C@@H]5O[C@H](CO)[C@H](O)[C@H](O)[C@H]5O)[C@H](O)[C@@H]4O)[C@@H](O)[C@H](O)[C@H]3O)[C@H](O[C@H]3O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]3O[C@H]3O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H]2O)[C@@H]([C@H](O)CO)O1

SVG MW SMILES 3D mol Ionize