Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Shigella dysenteriae [ICD11:
XN285 
]
NCBI PubMed ID: 8348552Publication DOI: 10.1016/0008-6215(83)85006-xJournal NLM ID: 0043535Publisher: Elsevier
Institutions: Laboratory of Developmental and Molecular Immunity, National Institute of Child Health and Human Development, Bethesda, MD 20892
O-(2,4-Di-O-benzoyl-3-O-chloroacetyl-α-L-rhamnopyranosyl)-(1→ 2)-O-(3,4,6-tri-O-benzoyl-α-D-galactopyranosyl)-(1→ 3)-O-(2-acetamido-4,6-di-O-acetyl-2-deoxy-α-D-glucopyranosyl)-(1→ 3)-2,4-di-O-benzoyl-α-L-rhamnopyranosyl trichloroacetimidate (1) was synthesized in a stepwise manner, using the following monosaccharide units: 2-(trimethylsilyl)ethyl 2,4-di-O-benzoyl-α-L-rhamnopyranoside, 2-azido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-β-D-glucopyranosyl chloride, methyl 3,4,6-tri-O-benzoyl-2-O -(4-methoxybenzyl)-1-thio-β-D-galactopyranoside, and 2,4-di-O-benzoyl-3-O-chloroacetyl-α-L-rhamnopyranosyl chloride. Compound 1 corresponds to a complete tetrasaccharide repeating unit of the O-specific polysaccharide of the lipopolysaccharide of Shigella dysenteriae type 1.
Structure type: polymer chemical repeating unit
Location inside paper: p.259
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_125611,IEDB_130668,IEDB_130669,IEDB_136105,IEDB_136906,IEDB_137340,IEDB_137472,IEDB_137483,IEDB_141794,IEDB_141807,IEDB_151528,IEDB_151531,IEDB_190606,IEDB_225177,IEDB_885823,SB_7
Methods: chemical synthesis
Comments, role: published polymerization frame was shifted for conformity with other records.
NCBI Taxonomy refs (TaxIDs): 984897Reference(s) to other database(s): GTC:G76746EO, GlycomeDB:
6223
Show glycosyltransferases
There is only one chemically distinct structure: