Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Campylobacter jejuni [ICD11:
XN4Q5 
]
The structure was elucidated in this paperNCBI PubMed ID: 16128810Journal NLM ID: 101229646Publisher: Blackwell Publishing
Institutions: Institute for Biological Sciences, National Research Council of Canada, Ottawa, Ontario, Canada
Recently, the CPS biosynthetic loci for several strains of Campylobacter jejuni were sequenced and revealed evidence for multiple mechanisms of structural variation. In this study, the CPS structure for the HS:1 serostrain of C. jejuni was determined using mass spectrometry and NMR at 600 MHz equipped with an ultra-sensitive cryogenically cooled probe. Analysis of CPS purified using a mild enzymatic method revealed a teichoic acid-like [-4)-α-D-Galp-(1-2)-(R)-Gro-(1-P](n), repeating unit, where Gro is glycerol. Two branches at C-2 and C-3 of galactose were identified as β-D-fructofuranoses substituted at C-3 with CH(3)OP(O)(NH(2))(OR) groups. Structural heterogeneity was due to nonstoichiometric glycosylation at C-3 of galactose and variable phosphoramidate groups. Identical structural features were found for cell-bound CPS on intact cells using proton homonuclear and (31)P heteronuclear two-dimensional HR-MAS NMR at 500 MHz. In contrast, spectroscopic data acquired for hot water/phenol purified CPS was complicated by the hydrolysis and subsequent loss of labile groups during extraction. Collectively, the results of this study established the importance of using sensitive isolation techniques and HR-MAS NMR to examine CPS structures in vivo when labile groups are present. This study uncovered how incorporation of variable O-methyl phosphoramidate groups on nonstoichiometric fructose branches is used in C. jejuni HS:1 as a strategy to produce a highly complex polysaccharide from its small CPS biosynthetic locus and a limited number of sugars.
capsular polysaccharide, Campylobacter jejuni, HR-MAS NMR, CE-ESI-MS, phosphoramidate
Structure type: polymer chemical repeating unit
Location inside paper: p. 4408, Fig. 1
Compound class: CPS
Contained glycoepitopes: IEDB_130695,IEDB_136906,IEDB_137472,IEDB_141794,IEDB_151528,IEDB_190606,SB_7
Methods: NMR, sugar analysis, enzymatic hydrolysis, MS
Biosynthesis and genetic data: genetic data
Related record ID(s): 10585, 10737, 10738
NCBI Taxonomy refs (TaxIDs): 197Reference(s) to other database(s): GTC:G39710UF
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There is only one chemically distinct structure:
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