Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Host organism: Homo sapiens
Associated disease: diarrhea [ICD11:
ME05.1 
, ICD11:
SA55 ];
bacillary dysentery (shigellosis) [ICD11:
1A02 , ICD11:
SA56 , ICD11:
XN7HG ];
infection due to Shigella boydii [ICD11:
XN8RN ]
Publication DOI: 10.3762/bjoc.7.137Journal NLM ID: 101250746Publisher: Beilstein-Institut
Correspondence: akmisra69
gmail.com
Institutions: Bose Institute, Division of Molecular Medicine, P-1/12, C.I.T. Scheme VII-M, Kolkata-700054, India
A convenient synthesis of the tetrasaccharide repeating unit of the O-antigen of Shigella boydii type 9 has been achieved in excellent yield using a [2 + 2] block glycosylation strategy. TEMPO-mediated selective oxidation of the primary alcohol of the tetrasaccharide derivative 8 to the carboxylic group followed by deprotection of the functional groups furnished target tetrasaccharide 1 as its 4-methoxyphenyl glycoside in high yield.
oligosaccharide, O-antigen, diarrhea, glycosylation, Shigella boydii
Structure type: polymer chemical repeating unit
Location inside paper: p.1182
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_115136,IEDB_136105,IEDB_137340,IEDB_140630,IEDB_141807,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151531,IEDB_225177,IEDB_423153,IEDB_885823,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, chemical synthesis, glycosylation, TEMPO oxidation
Synthetic data: chemical
Comments, role: published polymerization frame was shifted for conformity with other records.
Related record ID(s): 26978
NCBI Taxonomy refs (TaxIDs): 621Reference(s) to other database(s): GTC:G34417HU, GlycomeDB:
36990
Show glycosyltransferases
There is only one chemically distinct structure:
Found 
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