Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Host organism: Homo sapiens
Associated disease: diarrhea [ICD11:
ME05.1 
, ICD11:
SA55 ];
cholera [ICD11:
1A00 , ICD11:
XN7N1 ]
The structure was elucidated in this paperNCBI PubMed ID: 21641585Publication DOI: 10.1016/j.carres.2011.02.011Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: P. Kováč <kpn
helix.nih.gov>
Institutions: NIDDK, LBC, National Institutes of Health, Bethesda, MD 20892-0815, USA
The linker-equipped disaccharide, 8-amino-3,6-dioxaoctyl 2,6-dideoxy-2-acetamido-3-O-β-D-galactopyranosyluronate-β-D-glucopyranoside (10), was synthesized in eight steps from acetobromogalactose and ethyl 4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-1-thio-β-D-glucopyranoside. The hydroxyl group present at C-4(II) in the last intermediate, 8-azido-3,6-dioxaoctyl 4-O-benzyl-6-bromo-2,6-dideoxy-2-trichloroacetamido-3-O-(benzyl 2,3-di-O-benzyl-β-D-galactopyranosyluronate)-β-D-glucopyranoside (9), is positioned to allow further build-up of the molecule and, eventually, construction of the complete hexasaccharide. Global deprotection (9→10) was done in one step by catalytic hydrogenolysis over palladium-on-charcoal.
glycosylation, Vibrio cholerae O139, Conjugation, neoglycoconjugate
Structure type: oligomer
Location inside paper: p.1395, scheme 1, 10
Aglycon: 8-Amino-3,6-dioxaoctyl
Methods: 13C NMR, 1H NMR, TLC, ESI-MS, chemical synthesis
Synthetic data: chemical
Comments, role: synthetic fragment of O-unit
Related record ID(s): 26225
NCBI Taxonomy refs (TaxIDs): 45888Reference(s) to other database(s): GTC:G57879OY
Show glycosyltransferases
There is only one chemically distinct structure:
Found 
report error