Taxonomic group: fungi / Ascomycota
(Phylum: Ascomycota)
Host organism: Homo sapiens
Organ / tissue: conidia,
cell wallAssociated disease: chromoblastomycosis [ICD11:
1F24 
]
The structure was elucidated in this paperNCBI PubMed ID: 20833653Publication DOI: 10.1093/glycob/cwq132Journal NLM ID: 9104124Publisher: IRL Press at Oxford University Press
Correspondence: Shibata N <nshibata

tohoku-pharm.ac.jp>
Institutions: Department of Infection and Host Defense, Tohoku Pharmaceutical University, Sendai, Japan
Fonsecaea pedrosoi is the main etiologic agent of chromoblastomycosis, usually occurring in tropical and subtropical areas. The cell wall components of pathogenic microorganisms behave as an antigen and/or ligand of the innate immune response. The cells of F. pedrosoi reacted with the α-galactopyranose-binding lectin (Griffonia simplicifolia lectin 1B4 isolectin, GSL 1B4), as well as the α-mannose-binding lectin, concanavalin A. The cell wall glycoprotein was isolated from conidial cells of F. pedrosoi, and its structure was analyzed by (1)H-nuclear magnetic resonance (NMR) and (13)C-NMR experiments. The N-linked polysaccharide moiety consists of a backbone β-1,6-linked galactofuranose and α-1,6-linked mannose polymers, both of which are substituted with α-1,2-linked glucose side-chains. Furthermore, the glycoprotein contained a large amount of O-linked oligosaccharides, especially a hexaose that constituted approximately 20% of the glycoprotein. Unexpectedly, the hexaose had a highly branched structure which consisted of galactofuranose, galactopyranose, glucose and mannose residues as follows: aDGlcp(1-2)bDGalf(1-6)[aDGalp(1-3),aDGalp(1-2)]aDManp(1-2)?DManp. An anti-F. pedrosoi antibody specifically reacted with the cells of F. pedrosoi, whereas other fungal cells that contain galactofuranose residues did not react. The reactivity of the antibody was strongly inhibited by the branched hexaose, suggesting that the characteristic structure of the O-linked hexaose involves the antigenic specificity of the cells.
oligosaccharide, polysaccharide, NMR spectroscopy, Galactomannan, β-elimination
Structure type: structural motif or average structure
Location inside paper: fig. 8 (4%)
Aglycon: (->3) L-Thr/L-Ser (protein)
Compound class: glycoprotein, O-glycan, cell wall glucan
Contained glycoepitopes: IEDB_130701,IEDB_136104,IEDB_143632,IEDB_144983,IEDB_152206,IEDB_983930,SB_136,SB_196,SB_44,SB_67,SB_72
Methods: 13C NMR, 1H NMR, methylation, NMR-2D, GC-MS, ELISA, acid hydrolysis, HPLC, ion-exchange chromatography, extraction, acetolysis, ROESY, TOCSY, methylation analysis, reduction, CC, GS-MS, flow cytometry analysis, DQF-COSY, HMBC, DEPT
Biological activity: After implantation in the host organism the conidia cells differentiate into mycelial forms which produce the sclerotic cells - an etiologic agent of chromoblastomycosis in Homo sapiens.
Comments, role: This O-glycan comprizes 4% of glycan moiety of the glycoprotein.
Related record ID(s): 43541, 43542, 43543, 43544, 43546, 43547, 43548
NCBI Taxonomy refs (TaxIDs): 40355Reference(s) to other database(s): GTC:G53402KW
Show glycosyltransferases
There is only one chemically distinct structure: