Taxonomic group: protista / Euglenozoa
(Phylum: Euglenozoa)
Host organism: Homo sapiens
Organ / tissue: cell surface,
Life stage: epimastigote,
metacyclicAssociated disease: Chagas disease [ICD11:
1F53 
, ICD11:
XN56V ];
infection due to Trypanosoma cruzi [ICD11:
XN56V ]
NCBI PubMed ID: 31271957Publication DOI: 10.1016/j.carres.2019.06.013Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: cgallo
qo.fcen.uba.ar
Institutions: Universidad de Buenos Aires, Facultad de Ciencias Exactas y Naturales, Departamento de Quimica Organica, Buenos Aires, Argentina, CONICET- Universidad de Buenos Aires, Centro de Investigaciones en Hidratos de Carbono (CIHIDECAR), Buenos Aires, Argentina
Hexasaccharide β-D-Galp-(1→2)-[β-D-Galp-(1→3)]-β-D-Galp-(1→6)-[β-D-Galp-(1→2)-β-D-Galf-(1→4)]-D-GlcNAc (1) was found O-linked in mucins of Trypanosoma cruzi epimastigotes and metacyclic trypomatigotes. Studies on the biological pathways and functionalities of the mucin oligosaccharides are prompted in order to understand the interactions of these molecules with the insect host. Trisaccharide constituent β-D-Galp-(1→2)-β-D-Galf-(1→4)-D-GlcNAc was constructed from the reducing to the non-reducing end. We discuss the difficulties to introduce a Galp unit at the O-2 position of a partially protected galactofuranosyl unit which were overcome using an anchimerically superarmed donor. By this route and employing a [3 + 3] nitrilium convergent approach hexasaccharide 1 was synthesized in moderate yield.
oligosaccharide, galactofuranose, Trypanosoma cruzi, mucins, galactofuranoside, superarmed donor
Structure type: oligomer
Location inside paper: Fig.1, compound 2
Trivial name: mucin oligosaccharide
Compound class: O-glycan
Contained glycoepitopes: IEDB_135813,IEDB_136044,IEDB_136095,IEDB_137340,IEDB_137472,IEDB_141794,IEDB_141807,IEDB_151531,IEDB_190606,IEDB_241097,SB_165,SB_166,SB_187,SB_195,SB_7,SB_88
Methods: 13C NMR, 1H NMR, NMR-2D, TLC, chemical synthesis, UV, glycosylation, optical rotation measurement, HR-MS
Related record ID(s): 7320
NCBI Taxonomy refs (TaxIDs): 5693
Show glycosyltransferases
There is only one chemically distinct structure:
Found 
report error