Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Host organism: Homo sapiens
Associated disease: diarrhea [ICD11:
ME05.1 
, ICD11:
SA55 ]
The structure was elucidated in this paperNCBI PubMed ID: 31526928Publication DOI: 10.1016/j.carres.2019.107817Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: B. Mukhopadhyay <sugarnet73
hotmail.com>; <mbalaram
iiserkol.ac.in>
Institutions: Sweet Lab, Department of Chemical Sciences, Indian Institute of Science Education and Research (IISER) Kolkata, Mohanpur, Nadia, 741246, India
Total chemical synthesis of the pentasaccharide repeating unit of the O-antigen from Escherichia albertii O2 is accomplished by following a [3 + 2] strategy. The target pentasaccharide in the form of its 2-aminoethyl glycoside is particularly attractive as the free amine end can be coupled with suitable aglycon to make further glycoconjugate without affecting the anomeric stereochemistry. Phthalimido derivatives were used successfully as the precursor of the desired acetamido glucose moieties and ensured the 1,2-trans linkages.
O-antigen, total synthesis, diarrhoea, E.albertii, thioglycoside activation
Structure type: oligomer ; 985.3961 [M+Na]+
C
38H
66N
4O
24Location inside paper: fig.1, structure 1
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_120354,IEDB_135813,IEDB_136045,IEDB_137340,IEDB_141807,IEDB_142488,IEDB_142489,IEDB_144562,IEDB_145669,IEDB_146664,IEDB_150092,IEDB_151531,IEDB_152214,IEDB_174333,IEDB_983931,SB_192,SB_61,SB_86
Methods: 13C NMR, 1H NMR, TLC, chemical synthesis, optical rotation measurement, flash chromatography, HR-MS
Synthetic data: chemical
Comments, role: pentasaccharide repeating unit of the OPS from E. alberti O2
NCBI Taxonomy refs (TaxIDs): 208962
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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