Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Host organism: Gallus gallus; Homo sapiens
Associated disease: bacterial gastroenteritis [ICD11:
1A06 
];
diarrhea [ICD11:
ME05.1 
, ICD11:
SA55 
];
infection due to Campylobacter jejuni [ICD11:
XN4Q5 
]
The structure was elucidated in this paperNCBI PubMed ID: 23261782Publication DOI: 10.1016/j.carres.2012.11.017Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: M.A. Monteiro <monteiro

uoguelph.ca>
Institutions: Department of Chemistry, University of Guelph, Guelph, Ontario, Canada N1G 2W1
Campylobacter jejuni infection is now the main cause of diarrhea-related illnesses in humans. An efficacious vaccine for the traveler and developing world market would be welcomed. We are engaged in the discovery and characterization of serotype-specific C. jejuni capsule polysaccharides (CPSs) to study their role in virulence and as protective vaccine antigens. Our prototype conjugate vaccine with serotype HS23 CPS (strain 81-176) has been shown to fully protect non-human primates against diarrhea inflicted by C. jejuni HS23, but ultimately, a useful CPS-based vaccine will have to be multivalent. To this end, we describe here the creation of a CPS-conjugate vaccine against C. jejuni serotype HS15. Structural analysis revealed that a repeating block consisting of l-α-arabinofuranose (Ara) and 6-deoxy-l-α-gulo-heptopyranose (6d-gulo-Hep) comprised the CPS of serotype HS15 type strain ATCC 43442 [→3)-α-L-Araf-(1→3)-6d-l-α-gulo-Hepp(1→](n). Strategically, the non-reducing end of the CPS was activated and used in the attachment of CPS to CRM(197) to yield a conjugate vaccine. A serological assessment of the CPS(HS15)-CRM(197) conjugate with an anti-HS15 polyclonal antibody confirmed the conservation of antigenic epitopes, and subsequent inoculation of mice with CPS(HS15)-CRM(197) revealed that this conjugate was indeed capable of raising anti-CPS(HS15) antibodies.
Campylobacter jejuni, capsule polysaccharide, conjugate vaccine, Diarrheal vaccine, 6-deoxy-gulo-heptose
Structure type: polymer chemical repeating unit ; 4000, n=13
Location inside paper: abstract, p.48
Compound class: CPS
Contained glycoepitopes: IEDB_136907,IEDB_178410
Methods: 13C NMR, 1H NMR, methylation, periodate oxidation, NMR-2D, GC-MS, SDS-PAGE, composition analysis, NMR-1D, immunoblotting, conjugation
Comments, role: The non-reducing end of the CPS was mostly capped by an aLAraf residue.
NCBI Taxonomy refs (TaxIDs): 197Reference(s) to other database(s): GTC:G96134AE
Show glycosyltransferases
NMR conditions: in D2O at 295 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6 C7
3 aL6dgulHepp 95.67 64.31 76.99 69.67 64.16 31.63 58.14
aLAraf 109.49 80.54 79.336 80.79 61.13
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7
3 aL6dgulHepp ? 4.06 3.95 3.94 4.21 1.77-1.89 3.76
aLAraf ? 4.31 4.09 4.16 3.76-3.89
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6 C7/H7
3 aL6dgulHepp 95.67/? 64.31/4.06 76.99/3.95 69.67/3.94 64.16/4.21 31.63/1.77-1.89 58.14/3.76
aLAraf 109.49/? 80.54/4.31 79.336/4.09 80.79/4.16 61.13/3.76-3.89
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 | H7 |
| 3 | aL6dgulHepp | ? | 4.06 | 3.95 | 3.94 | 4.21 | 1.77 1.89 | 3.76 |
| | aLAraf | ? | 4.31 | 4.09 | 4.16 | 3.76 3.89 | |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 | C7 |
| 3 | aL6dgulHepp | 95.67 | 64.31 | 76.99 | 69.67 | 64.16 | 31.63 | 58.14 |
| | aLAraf | 109.49 | 80.54 | 79.336 | 80.79 | 61.13 | |
|
There is only one chemically distinct structure: