Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Host organism: Homo sapiens
Associated disease: salmonellosis [ICD11:
1A09 
, ICD11:
XN0QE ];
infection due to Salmonella enterica [ICD11:
XN5VC ]
NCBI PubMed ID: 22398254Publication DOI: 10.1016/j.carres.2012.01.026Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: akmisra69
gmail.com
Institutions: Bose Institute, Division of Molecular Medicine, P-1/12, C.I.T. Scheme VII M, Kolkata 700054, India
Convergent synthesis of a tetrasaccharide analog corresponding to the repeating unit of the O-polysaccharide of Salmonella enterica O59 is presented. A thioglycoside disaccharide donor was prepared by the glycosylation of two thioglycosides by tuning their relative reactivity. An unexpected stereochemical outcome was observed in a glycosylation using an ethyl 2-O-acetyl-3-O-benzyl-4,6-O-bensylidene-thio-galactoside donor, where the α-Galactoside was formed in spite of the presence of the 2-O-acetyl participating group.
tetrasaccharide, O-polysaccharide, Salmonella enterica, glycosylation, stereoselectivity
Structure type: polymer chemical repeating unit
Location inside paper: p.18, fig.1
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_135813,IEDB_135849,IEDB_136044,IEDB_136105,IEDB_137340,IEDB_137472,IEDB_141794,IEDB_141807,IEDB_142078,IEDB_150899,IEDB_151531,IEDB_190606,IEDB_225177,IEDB_885823,SB_137,SB_165,SB_166,SB_187,SB_195,SB_29,SB_7,SB_88
Methods: 13C NMR, 1H NMR, NMR-2D, TLC, ESI-MS, chemical methods, glycosylation
Synthetic data: chemical
Comments, role: published polymerization frame was shifted for conformity with other records.
Related record ID(s): 28616, 28617
NCBI Taxonomy refs (TaxIDs): 28901Reference(s) to other database(s): GTC:G01531TJ
Show glycosyltransferases
There is only one chemically distinct structure:
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