CSDB: Search results

Taxonomic group: bacteria / Proteobacteria (Phylum: Proteobacteria)
Associated disease: infection due to Campylobacter jejuni [ICD11: XN4Q5

]

NCBI PubMed ID: 27221144
Publication DOI: 10.1038/srep26511
Journal NLM ID: 101563288
Publisher: London: Nature Publishing Group
Correspondence: nothaft

ualberta.ca; cszymans

ualberta.ca
Institutions: Department of Biological Sciences, University of Alberta, Edmonton, AB, Canada, Alberta Glycomics Centre, University of Alberta, Edmonton, AB, Canada, Delta Genomics, Edmonton, AB, Canada, Department of Agricultural, Food &Nutritional Science, University of Alberta, Edmonton, AB, Canada, Human Health Therapeutics, National Research Council, Ottawa, Canada

Campylobacter jejuni is a predominant cause of human gastroenteritis worldwide. Source-attribution studies indicate that chickens are the main reservoir for infection, thus elimination of C. jejuni from poultry would significantly reduce the burden of human disease. We constructed glycoconjugate vaccines combining the conserved C. jejuni N-glycan with a protein carrier, GlycoTag, or fused to the Escherichia coli lipopolysaccharide-core. Vaccination of chickens with the protein-based or E. coli-displayed glycoconjugate showed up to 10-log reduction in C. jejuni colonization and induced N-glycan-specific IgY responses. Moreover, the live E. coli vaccine was cleared prior to C. jejuni challenge and no selection for resistant campylobacter variants was observed. Analyses of the chicken gut communities revealed that the live vaccine did not alter the composition or complexity of the microbiome, thus representing an effective and low-cost strategy to reduce C. jejuni in chickens and its subsequent entry into the food chain.

glycoconjugate vaccines, Campylobacter jejuni, lipopolysaccharide core, genomics, chicken, Glycomics

Structure type: oligomer
Location inside paper: p.26511-2
Trivial name: heptasaccharide, free OS
Compound class: N-glycan
Contained glycoepitopes: IEDB_130648,IEDB_137473,IEDB_1391961,IEDB_141584,IEDB_142345,IEDB_142488,IEDB_146664,IEDB_885822,IEDB_983931,SB_192

Methods: 13C NMR, 1H NMR, DNA techniques, ELISA, Western blotting, biological assays, genetic methods, bioinformatic analysis, conjugation, chicken vaccination
Biological activity: the presentation of two vaccine strategies

Related record ID(s): 11798
NCBI Taxonomy refs (TaxIDs): 354242
Reference(s) to other database(s): GTC:G58528CE, GlycomeDB:37258
Show glycosyltransferases

There is only one chemically distinct structure:

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

SVG MW SMILES 3D mol Ionize

Taxonomic group: bacteria / Proteobacteria (Phylum: Proteobacteria)
Associated disease: infection due to Campylobacter jejuni [ICD11: XN4Q5

]; infection due to Escherichia coli [ICD11: XN6P4

]

The structure was elucidated in this paper
NCBI PubMed ID: 27221144
Publication DOI: 10.1038/srep26511
Journal NLM ID: 101563288
Publisher: London: Nature Publishing Group
Correspondence: nothaft

ualberta.ca; cszymans

glycoconjugate vaccines, Campylobacter jejuni, lipopolysaccharide core, genomics, chicken, Glycomics

Structure type: oligomer
Location inside paper: p.26511-3, fig.2D, Supplementary Table 2
Trivial name: the LPS core and N-glycan fusion product
Contained glycoepitopes: IEDB_130648,IEDB_135813,IEDB_136906,IEDB_137340,IEDB_137472,IEDB_137473,IEDB_1391961,IEDB_141584,IEDB_141794,IEDB_141807,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_190606,IEDB_232584,IEDB_885822,IEDB_983931,SB_192,SB_7

Methods: 13C NMR, 1H NMR, DNA techniques, ELISA, Western blotting, biological assays, genetic methods, bioinformatic analysis, conjugation, chicken vaccination
Biological activity: the presentation of two vaccine strategies
Enzymes that release or process the structure: O-antigen polymerase (wzy::kan) of E. coli K12 mutant
Comments, role: The hybrid molecule was C. jejuni N-glycan and the E. coli LPS-core part.

Related record ID(s): 11372
NCBI Taxonomy refs (TaxIDs): 354242, 83333
Reference(s) to other database(s): GTC:G22999CI
Show glycosyltransferases

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

13C NMR data:
Linkage	Residue	C1	C2	C3	C4	C5	C6	C7
3,3,2,6,7,3,4,4,3	bDGlcp	?	74.1	76.8	70.9	76.9	61.8
3,3,2,6,7,3,4,4,2	Ac
3,3,2,6,7,3,4,4,4,4,2	Ac
3,3,2,6,7,3,4,4,4,4	aDGalpN	99.3	51.4	68.4	69.6	71.9	61.8
3,3,2,6,7,3,4,4,4,2	Ac
3,3,2,6,7,3,4,4,4	aDGalpN	98.2	51.5	67.8	77.4	71.6	59.9
3,3,2,6,7,3,4,4	aDGalpN	99.5	50.5	67.8	75.6	72.3	60.3
3,3,2,6,7,3,4,2	Ac
3,3,2,6,7,3,4	aDGalpN	99.3	51.5	67.8	77.4	72.3	60.5
3,3,2,6,7,3,2	Ac
3,3,2,6,7,3	aDGalpN	98.2	51.0	68.0	77.6	72.7	60.8
3,3,2,6,7,2	Ac
3,3,2,6,7	bDGlcpN	?	55.3	79.6	72.3	76.9	61.9
3,3,2,6	a?Hepp	100.4	71.1	72.0	67.3	72.8	68.4	73.2
3,3,2	aDGlcp	97.1	72.4	74.6	70.4	71.2	65.9
3,3	aDGlcp	98.2	76.8	72.1	70.3	72.6	61.2
3	aDGlcp
4	P
6	aDGalp
	a?Hepp


1H NMR data:
Linkage	Residue	H1	H2	H3	H4	H5	H6	H7
3,3,2,6,7,3,4,4,3	bDGlcp	4.60	3.32	3.48	3.38	3.43	3.71-3.92
3,3,2,6,7,3,4,4,2	Ac
3,3,2,6,7,3,4,4,4,4,2	Ac
3,3,2,6,7,3,4,4,4,4	aDGalpN	5.07	4.23	4.04	4.06	4.39	3.70-3.73
3,3,2,6,7,3,4,4,4,2	Ac
3,3,2,6,7,3,4,4,4	aDGalpN	5.13	4.29	4.19	4.13	4.49	3.66-3.78
3,3,2,6,7,3,4,4	aDGalpN	5.02	4.53	4.17	4.36	4.45	3.56-3.64
3,3,2,6,7,3,4,2	Ac
3,3,2,6,7,3,4	aDGalpN	5.04	4.30	4.15	4.13	4.43	3.65-3.68
3,3,2,6,7,3,2	Ac
3,3,2,6,7,3	aDGalpN	5.47	4.27	3.23	4.07	3.92	3.70-3.75
3,3,2,6,7,2	Ac
3,3,2,6,7	bDGlcpN	4.54	3.82	3.74	3.68	3.45	3.75-3.92
3,3,2,6	a?Hepp	4.89	3.97	3.80	3.86	3.57	4.16	3.80-4.01
3,3,2	aDGlcp	5.18	3.61	3.75	3.51	4.15	3.67-3.92
3,3	aDGlcp	5.47	3.68	3.85	3.54	4.08	3.82-3.90
3	aDGlcp
4	P
6	aDGalp
	a?Hepp


1H/13C HSQC data:
Linkage	Residue	C1/H1	C2/H2	C3/H3	C4/H4	C5/H5	C6/H6	C7/H7
3,3,2,6,7,3,4,4,3	bDGlcp	?/4.60	74.1/3.32	76.8/3.48	70.9/3.38	76.9/3.43	61.8/3.71-3.92
3,3,2,6,7,3,4,4,2	Ac
3,3,2,6,7,3,4,4,4,4,2	Ac
3,3,2,6,7,3,4,4,4,4	aDGalpN	99.3/5.07	51.4/4.23	68.4/4.04	69.6/4.06	71.9/4.39	61.8/3.70-3.73
3,3,2,6,7,3,4,4,4,2	Ac
3,3,2,6,7,3,4,4,4	aDGalpN	98.2/5.13	51.5/4.29	67.8/4.19	77.4/4.13	71.6/4.49	59.9/3.66-3.78
3,3,2,6,7,3,4,4	aDGalpN	99.5/5.02	50.5/4.53	67.8/4.17	75.6/4.36	72.3/4.45	60.3/3.56-3.64
3,3,2,6,7,3,4,2	Ac
3,3,2,6,7,3,4	aDGalpN	99.3/5.04	51.5/4.30	67.8/4.15	77.4/4.13	72.3/4.43	60.5/3.65-3.68
3,3,2,6,7,3,2	Ac
3,3,2,6,7,3	aDGalpN	98.2/5.47	51.0/4.27	68.0/3.23	77.6/4.07	72.7/3.92	60.8/3.70-3.75
3,3,2,6,7,2	Ac
3,3,2,6,7	bDGlcpN	?/4.54	55.3/3.82	79.6/3.74	72.3/3.68	76.9/3.45	61.9/3.75-3.92
3,3,2,6	a?Hepp	100.4/4.89	71.1/3.97	72.0/3.80	67.3/3.86	72.8/3.57	68.4/4.16	73.2/3.80-4.01
3,3,2	aDGlcp	97.1/5.18	72.4/3.61	74.6/3.75	70.4/3.51	71.2/4.15	65.9/3.67-3.92
3,3	aDGlcp	98.2/5.47	76.8/3.68	72.1/3.85	70.3/3.54	72.6/4.08	61.2/3.82-3.90
3	aDGlcp
4	P
6	aDGalp
	a?Hepp

¹H NMR data:

Linkage	Residue	H1	H2	H3	H4	H5	H6	H7
3,3,2,6,7,3,4,4,3	bDGlcp	4.60	3.32	3.48	3.38	3.43	3.71 3.92
3,3,2,6,7,3,4,4,2	Ac
3,3,2,6,7,3,4,4,4,4,2	Ac
3,3,2,6,7,3,4,4,4,4	aDGalpN	5.07	4.23	4.04	4.06	4.39	3.70 3.73
3,3,2,6,7,3,4,4,4,2	Ac
3,3,2,6,7,3,4,4,4	aDGalpN	5.13	4.29	4.19	4.13	4.49	3.66 3.78
3,3,2,6,7,3,4,4	aDGalpN	5.02	4.53	4.17	4.36	4.45	3.56 3.64
3,3,2,6,7,3,4,2	Ac
3,3,2,6,7,3,4	aDGalpN	5.04	4.30	4.15	4.13	4.43	3.65 3.68
3,3,2,6,7,3,2	Ac
3,3,2,6,7,3	aDGalpN	5.47	4.27	3.23	4.07	3.92	3.70 3.75
3,3,2,6,7,2	Ac
3,3,2,6,7	bDGlcpN	4.54	3.82	3.74	3.68	3.45	3.75 3.92
3,3,2,6	a?Hepp	4.89	3.97	3.80	3.86	3.57	4.16	3.80 4.01
3,3,2	aDGlcp	5.18	3.61	3.75	3.51	4.15	3.67 3.92
3,3	aDGlcp	5.47	3.68	3.85	3.54	4.08	3.82 3.90
3	aDGlcp
4	P
6	aDGalp
	a?Hepp

¹³C NMR data:

Linkage	Residue	C1	C2	C3	C4	C5	C6	C7
3,3,2,6,7,3,4,4,3	bDGlcp	?	74.1	76.8	70.9	76.9	61.8
3,3,2,6,7,3,4,4,2	Ac
3,3,2,6,7,3,4,4,4,4,2	Ac
3,3,2,6,7,3,4,4,4,4	aDGalpN	99.3	51.4	68.4	69.6	71.9	61.8
3,3,2,6,7,3,4,4,4,2	Ac
3,3,2,6,7,3,4,4,4	aDGalpN	98.2	51.5	67.8	77.4	71.6	59.9
3,3,2,6,7,3,4,4	aDGalpN	99.5	50.5	67.8	75.6	72.3	60.3
3,3,2,6,7,3,4,2	Ac
3,3,2,6,7,3,4	aDGalpN	99.3	51.5	67.8	77.4	72.3	60.5
3,3,2,6,7,3,2	Ac
3,3,2,6,7,3	aDGalpN	98.2	51.0	68.0	77.6	72.7	60.8
3,3,2,6,7,2	Ac
3,3,2,6,7	bDGlcpN	?	55.3	79.6	72.3	76.9	61.9
3,3,2,6	a?Hepp	100.4	71.1	72.0	67.3	72.8	68.4	73.2
3,3,2	aDGlcp	97.1	72.4	74.6	70.4	71.2	65.9
3,3	aDGlcp	98.2	76.8	72.1	70.3	72.6	61.2
3	aDGlcp
4	P
6	aDGalp
	a?Hepp

The spectrum also has 2 signals at unknown positions (not plotted).

There is only one chemically distinct structure:

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

SVG MW SMILES 3D mol Ionize

R1 = a?Hepp