Taxonomic group: bacteria / Firmicutes
(Phylum: Firmicutes)
Host organism: Homo sapiens
Associated disease: diarrhea [ICD11:
ME05.1 
, ICD11:
SA55 
];
nosocomial infections [ICD11:
XB25 
];
infection due to Clostridium difficile [ICD11:
XN0SE 
]
The structure was elucidated in this paperNCBI PubMed ID: 22620974Publication DOI: 10.1021/cb300221fJournal NLM ID: 101282906Publisher: Washington, DC: American Chemical Society
Correspondence: roberto.adamo

novartis.com
Institutions: Research Center, Novartis Vaccines and Diagnostics , Via Fiorentina 1, 53100 Siena, Italy
Clostridium difficile is emerging worldwide as a major cause of nosocomial infections. The negatively charged PSII polysaccharide has been found in different strains of C. difficile and, thereby, represents an important target molecule for a possible carbohydrate-based vaccine. In order to identify a synthetic fragment that after conjugation to a protein carrier could be able to induce anti-PSII antibodies, we exploited a combination of chemical synthesis with immunochemistry, confocal immunofluorescence microscopy, and solid state NMR. We demonstrate that the phosphate group is crucial in synthetic glycans to mimic the native PSII polysaccharide; both native PSII and a phosphorylated synthetic hexasaccharide repeating unit conjugated to CRM(197) elicit comparable immunogenic responses in mice. This finding can aid design and selection of carbohydrate antigens to be explored as vaccine candidates.
NMR, synthesis, vaccines, cell wall polysaccharide, CRM(197), Clostridium difficile
Structure type: oligomer
Location inside paper: p.1421, fig.1, 3, p.1422, scheme 1, p.1423, scheme 2
Aglycon: CRM197 (diphteria toxin)
Contained glycoepitopes: IEDB_130648,IEDB_130701,IEDB_137473,IEDB_142488,IEDB_144983,IEDB_144998,IEDB_146664,IEDB_152206,IEDB_983930,IEDB_983931,SB_192,SB_44,SB_67,SB_72
Methods: 13C NMR, 1H NMR, SDS-PAGE, TLC, ELISA, 31P NMR, MALDI-TOF MS, NMR-1D, immunochemical methods, HPAEC-PAD, HR-MAS NMR, immunofluorescence microscopy, conjugation
Synthetic data: chemical
Comments, role: synthetic tetrasaccharide
Related record ID(s): 28303, 28304, 28305, 28306
NCBI Taxonomy refs (TaxIDs): 1496
Show glycosyltransferases
There is only one chemically distinct structure: