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Taxonomic group: bacteria / Proteobacteria (Phylum: Proteobacteria)
Host organism: Bos taurus
Associated disease: bovine respiratory disease

The structure was elucidated in this paper
NCBI PubMed ID: 21601179
Journal NLM ID: 0043535
Publisher: Elsevier
Correspondence: Andrew.Cox

nrc-cnrc.gc.ca
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, ON, Canada K1A 0R6.

Previous structural studies in our laboratory on lipopolysaccharide derived core oligosaccharide had identified a conserved inner core structure in several strains of the veterinary pathogens Mannheimia haemolytica, Actinobacillus pleuropneumoniae and Pasteurella multocida. In this study we describe the elucidation of the core oligosaccharide structure of two strains from M. haemolytica serotype 2. Structural information was established by a combination of monosaccharide and methylation analyses, NMR spectroscopy and mass spectrometry. The following structure for the core oligosaccharide was determined on the basis of the combined data from these experiments: [carbohydrate structure: see text]. The structural analyses revealed that the conserved inner core structure was maintained in this serotype, with only the terminal ?-galactose residue of serotype 1 absent.

NMR, LPS, mass spectrometry, Pasteurella multocida

Structure type: oligomer
Location inside paper: abstract
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_130650,IEDB_137779,IEDB_138949,IEDB_139428,IEDB_140087,IEDB_140088,IEDB_140090,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_2189046,IEDB_2189047,IEDB_983931,SB_192

Methods: 13C NMR, 1H NMR, methylation, GLC-MS, NMR-2D, sugar analysis, 31P NMR, de-O-acylation with hydrazine, CE-MS

Related record ID(s): 26629
NCBI Taxonomy refs (TaxIDs): 75985
Reference(s) to other database(s): GTC:G63363FS
Show glycosyltransferases

NMR conditions: in D2O at 298 K [as TSV]

13C NMR data:
Linkage	Residue	C1	C2	C3	C4	C5	C6	C7
5,3,2	aXLDmanHepp	102.2	71.4	71.8	67.0	72.5	70.2	64.1
5,3	aXLDmanHepp	100.1	80.5	70.6	67.5	72.8	70.3	64.1
5,4,6,6	aXDDmanHepp	99.0	70.8	71.5	68.0	73.6	73.1	63.0
5,4,6	aXDDmanHepp	99.9	70.5	71.7	67.9	72.0	77.0	61.3
5,4	bDGlcp	104.0	74.4	77.8	70.3	74.6	65.5
5,6	aDGlcp	102.8	72.8	73.8	69.2	72.6	60.3
5	aXLDmanHepp	99.0	71.1	73.7	74.5	72.2	80.3	63.0
	?XKdo?


1H NMR data:
Linkage	Residue	H1	H2	H3	H4	H5	H6	H7
5,3,2	aXLDmanHepp	5.12	4.00	3.88	3.80	3.83	4.06	3.70-3.70
5,3	aXLDmanHepp	5.64	4.16	3.89	3.87	3.57	4.05	3.70-3.70
5,4,6,6	aXDDmanHepp	5.03	3.91	3.85	3.77	3.97	4.03	3.73-3.78
5,4,6	aXDDmanHepp	4.95	4.05	3.79	3.78	3.90	4.14	3.80-3.91
5,4	bDGlcp	4.63	3.54	3.45	3.62	3.51	3.69-4.06
5,6	aDGlcp	5.20	3.58	3.82	3.57	3.89	3.77-3.94
5	aXLDmanHepp	5.09	4.01	3.92	4.17	3.75	4.08	3.62-3.80
	?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	102.2/5.12	71.4/4.00	71.8/3.88	67.0/3.80	72.5/3.83	70.2/4.06	64.1/3.70-3.70
5,3	aXLDmanHepp	100.1/5.64	80.5/4.16	70.6/3.89	67.5/3.87	72.8/3.57	70.3/4.05	64.1/3.70-3.70
5,4,6,6	aXDDmanHepp	99.0/5.03	70.8/3.91	71.5/3.85	68.0/3.77	73.6/3.97	73.1/4.03	63.0/3.73-3.78
5,4,6	aXDDmanHepp	99.9/4.95	70.5/4.05	71.7/3.79	67.9/3.78	72.0/3.90	77.0/4.14	61.3/3.80-3.91
5,4	bDGlcp	104.0/4.63	74.4/3.54	77.8/3.45	70.3/3.62	74.6/3.51	65.5/3.69-4.06
5,6	aDGlcp	102.8/5.20	72.8/3.58	73.8/3.82	69.2/3.57	72.6/3.89	60.3/3.77-3.94
5	aXLDmanHepp	99.0/5.09	71.1/4.01	73.7/3.92	74.5/4.17	72.2/3.75	80.3/4.08	63.0/3.62-3.80
	?XKdo?

¹H NMR data:

Linkage	Residue	H1	H2	H3	H4	H5	H6	H7
5,3,2	aXLDmanHepp	5.12	4.00	3.88	3.80	3.83	4.06	3.70 3.70
5,3	aXLDmanHepp	5.64	4.16	3.89	3.87	3.57	4.05	3.70 3.70
5,4,6,6	aXDDmanHepp	5.03	3.91	3.85	3.77	3.97	4.03	3.73 3.78
5,4,6	aXDDmanHepp	4.95	4.05	3.79	3.78	3.90	4.14	3.80 3.91
5,4	bDGlcp	4.63	3.54	3.45	3.62	3.51	3.69 4.06
5,6	aDGlcp	5.20	3.58	3.82	3.57	3.89	3.77 3.94
5	aXLDmanHepp	5.09	4.01	3.92	4.17	3.75	4.08	3.62 3.80
	?XKdo?

¹³C NMR data:

Linkage	Residue	C1	C2	C3	C4	C5	C6	C7
5,3,2	aXLDmanHepp	102.2	71.4	71.8	67.0	72.5	70.2	64.1
5,3	aXLDmanHepp	100.1	80.5	70.6	67.5	72.8	70.3	64.1
5,4,6,6	aXDDmanHepp	99.0	70.8	71.5	68.0	73.6	73.1	63.0
5,4,6	aXDDmanHepp	99.9	70.5	71.7	67.9	72.0	77.0	61.3
5,4	bDGlcp	104.0	74.4	77.8	70.3	74.6	65.5
5,6	aDGlcp	102.8	72.8	73.8	69.2	72.6	60.3
5	aXLDmanHepp	99.0	71.1	73.7	74.5	72.2	80.3	63.0
	?XKdo?

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](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