Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Host organism: Homo sapiens
Associated disease: gastroenteritis [ICD11:
1A40.0 
];
colitis [ICD11:
1A40.0 ];
dysentery [ICD11:
SA56 ]
The structure was elucidated in this paperNCBI PubMed ID: 25369263Publication DOI: 10.1016/j.carres.2014.08.004.Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: sugarnet73
hotmail.com
Institutions: Indian Institute of Science Education and Research Kolkata, Mohanpur 741246, West Bengal, India
A convergent strategy has been developed for the synthesis of the tetrasaccharide repeating unit of the O-antigen from Edwardsiella tarda PCM 1156. Sequential glycosylations of a series of rationally protected monosaccharide intermediates were achieved either by the activation of thioglycosides using N-iodosuccinimide (NIS) in conjunction with H2SO4-silica or by activation of trichloroacetimidate by H2SO4-silica only. All glycosylation reactions resulted in the formation of the desired linkage with absolute stereoselectivity and yielded the required derivatives in good to excellent yields. Both azido and phthalimido groups have been used as the precursor of the desired acetamido group depending on the requirement of 1,2-cis- or 1,2-trans-glycosidic linkage.
H2SO4-silica, bacterial O-antigen, acetamido sugars
Structure type: oligomer
Location inside paper: p.15, fig.1, 1
Aglycon: p-methoxyphenyl
Compound class: O-polysaccharide
Contained glycoepitopes: IEDB_130648,IEDB_130701,IEDB_135813,IEDB_136045,IEDB_137340,IEDB_137473,IEDB_1391961,IEDB_141584,IEDB_141807,IEDB_142489,IEDB_144562,IEDB_144983,IEDB_145669,IEDB_150092,IEDB_151531,IEDB_152206,IEDB_152214,IEDB_174333,IEDB_885822,IEDB_983930,SB_44,SB_67,SB_72,SB_86
Methods: 13C NMR, 1H NMR, TLC, chemical synthesis, chemical methods, MS, glycosylation
Synthetic data: chemical
NCBI Taxonomy refs (TaxIDs): 636Reference(s) to other database(s): GTC:G18257LH
Show glycosyltransferases
1H NMR data: present in publication
|
13C NMR data: present in publication
|
There is only one chemically distinct structure:
Found 
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