Taxonomic group: protista / Euglenozoa
(Phylum: Euglenozoa)
Host organism: (mammal)
Organ / tissue: Life stage: trypomastigoteAssociated disease: Chagas disease [ICD11:
1F53 
, ICD11:
XN56V ];
infection due to Trypanosoma cruzi [ICD11:
XN56V ]
NCBI PubMed ID: 31096122Publication DOI: 10.1016/j.carres.2019.04.007Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: cmarino
qo.fcen.uba.ar
Institutions: Instituto de Investigaciones Biotecnologicas 'Dr R. Ugalde', IIBIO, Universidad Nacional de San Martin (UNSAM) and CONICET, Buenos Aires, Argentina, Universidad de Buenos Aires. Consejo Nacional de Investigaciones Cientificas y Tecnicas. Centro de Investigaciones en Hidratos de Carbono (CIHIDECAR). Facultad de Ciencias Exactas y Naturales. Departamento de Quimica Organica, Buenos Aires, Argentina
The immunodominant epitope α-d-Galp-(1→3)-β-d-Galp-(1→4)-d-GlcNAc, expressed in the mucins of the infective trypomastigote stage of Trypanosoma cruzi has been proposed for multiple clinical applications, from serodiagnosis of protozoan caused diseases to xenotransplantation or cancer vaccinology. It was previously shown that the analogue trisaccharide, with glucose in the reducing end instead of GlcNAc, was as efficient as the natural trisaccharide for recognition of chagasic antibodies. Here we describe the synthesis of α-d-Galp-(1→3)-β-d-Galp-(1→4)-d-Glcp functionalized as the 6-aminohexyl glycoside and its conjugation to BSA using the squarate method. The conjugate of 6-aminohexyl α-d-Galp-(1→3)-β-d-Galp was also prepared. Both neoglycoconjugates were recognized by serum samples of Trypanosoma cruzi-infected individuals and thus, are promising tools for the improvement of Chagas disease diagnostic applications.
epitope, neoglycoconjugates, Trypanosoma cruzi, mucins, Chagas disease, Anti α-gal, Squarate conjugation method
Structure type: oligomer
Location inside paper: p. 59
Trivial name: α-gal epitope, mucin oligosaccharide, α-gal epitope
Compound class: O-glycan
Contained glycoepitopes: IEDB_115013,IEDB_130645,IEDB_130649,IEDB_135815,IEDB_136044,IEDB_136906,IEDB_137340,IEDB_137472,IEDB_140108,IEDB_141496,IEDB_141794,IEDB_141807,IEDB_149558,IEDB_151528,IEDB_151531,IEDB_190606,IEDB_418918,IEDB_918314,SB_165,SB_166,SB_187,SB_195,SB_30,SB_7,SB_87,SB_88
Methods: 13C NMR, 1H NMR, NMR-2D, SDS-PAGE, TLC, ESI-MS, chemical synthesis, CC, conjugation, UV-MALDI-TOF MS
Related record ID(s): 8158
NCBI Taxonomy refs (TaxIDs): 5693
Show glycosyltransferases
There is only one chemically distinct structure:
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