Taxonomic group: fungi / Ascomycota
(Phylum: Ascomycota)
Associated disease: infection due to Aspergillus fumigatus [ICD11:
XN5Z7 
]
NCBI PubMed ID: 15620663Publication DOI: 10.1016/j.carres.2004.10.019Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: jning
mail.rcees.ac.cn
Institutions: Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, PO Box 2871, Beijing 100085, China
β-Galf-(1→5)-β-Galf-(1→6)-α-Manp-(1→6)-α-Manp, the immunodominant epitope in the cell-wall galactomannan of Aspergillus fumigatus, was synthesized for the first time as its allyl glycoside. The key disaccharide glycosyl donor, 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1→5)-2-O-acetyl-3,6-di-O-benzoyl-β-D-galactofuranosyl trichloroacetimidate (10), was constructed by 5-O-glycosylation of 1,2-O-isopropylidene-3,6-di-O-benzoyl-α-D-galactofuranose (4) with 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl trichloroacetimidate (5), followed by 1,2-O-deacetonation, acetylation, selective 1-O-deacetylation, and trichloroacetimidation. The target tetrasaccharide 16 was obtained by the condensation of allyl 2,3,4-tri-O-benzoyl-α-D-mannopyranosyl-(1→6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside (14) as glycosyl acceptor with the disaccharide glycosyl donor 10, followed by deprotection.
synthesis, oligosaccharide, galactofuranose
Structure type: oligomer
Location inside paper: p.25
Trivial name: immunodominant epitope
Compound class: cell wall polysaccharide
Contained glycoepitopes: IEDB_130701,IEDB_136095,IEDB_137472,IEDB_137485,IEDB_144983,IEDB_147453,IEDB_149137,IEDB_152206,IEDB_190606,IEDB_885812,IEDB_983930,SB_44,SB_67,SB_72
Methods: 13C NMR, 1H NMR, TLC, ESI-MS, chemical synthesis, chemical methods, UV, glycosylation
Biological activity: immunodominant epitope
Related record ID(s): 41243, 41245
NCBI Taxonomy refs (TaxIDs): 746128Reference(s) to other database(s): GTC:G84735JB
Show glycosyltransferases
There is only one chemically distinct structure:
Found 
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