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Taxonomic group: fungi / Ascomycota (Phylum: Ascomycota)
Organ / tissue: cell wall
Associated disease: infection due to Aspergillus fumigatus [ICD11: XN5Z7

]

The structure was elucidated in this paper
NCBI PubMed ID: 7960122
Journal NLM ID: 0246127
Publisher: American Society for Microbiology
Institutions: Unite de Mycologie, Institut Pasteur, Paris, France, Laboratoire de Chimie Biologie, Universite des Sciences et Technologies de Lille, d'Ascq Cedex, Angers, France, Laboratoire de Parasitologie-Mycologie, Centre Hospitalier Regional, Angers, France, Grupo de Carbohidratos, Instituto de Quimica Organica, Consejo Superior de Investigaciones Cientificas, Madrid, Spain

The galactomannan (GM) produced extracellularly by Aspergillus fumigatus has been purified by a double sequential hydrazine-nitrous acid treatment of the ethanol precipitate of the culture filtrate. Nuclear magnetic resonance and gas-liquid chromatography-mass spectrometry analysis have been performed on intact GM, acid-hydrolyzed GM, and oligomers resulting from the acetolysis of the acid-hydrolyzed GM. Results show that A. fumigatus GM is composed of a linear mannan core with an α-(1-2)-linked mannotetraose repeating unit attached via α-(1-6) linkage. Side chains composed of an average of 4 to 5 β-(1-5)-galactofuranose units are linked to C-6 and C-3 positions of α-(1-2)-linked mannose units of the mannan. The immunoreactivity of GM and HCl- hydrolyzed GM was studied by use of human sera from aspergillosis patients and an antigalactofuran monoclonal antibody. The α-(1-2)(1-6)-mannan core is not antigenic. The immunogenic galactofuran is found amongst several exocellular glycoproteins. According to a direct enzyme-linked immunosorbent assay with GM as the detector antigen, only 26% of the serum samples from aspergilloma patients (all positive by immunodiffusion assays) give optical density values superior to a cutoff estimated as the mean ±3 standard deviations of values obtained with control sera.

immunogenicity, Galactomannan, Aspergillus fumigatus, aspergilloma

Structure type: structural motif or average structure ; n=9-10
Location inside paper: Fig.1, A, Fig.7, GM
Compound class: O-polysaccharide, cell wall polysaccharide, galactomannan
Contained glycoepitopes: IEDB_130701,IEDB_136095,IEDB_136104,IEDB_137472,IEDB_140116,IEDB_141793,IEDB_141795,IEDB_141829,IEDB_141830,IEDB_141832,IEDB_141833,IEDB_143632,IEDB_144983,IEDB_147453,IEDB_149137,IEDB_152206,IEDB_153220,IEDB_164480,IEDB_190606,IEDB_76933,IEDB_885812,IEDB_983930,SB_136,SB_191,SB_196,SB_198,SB_44,SB_67,SB_72

Methods: 13C NMR, 1H NMR, methylation, periodate oxidation, GLC-MS, gel filtration, ELISA, acid hydrolysis, amino acid analysis, electrophoresis, HPLC, immunoblotting, extraction, acetylation, hydrazinolysis, reduction, cell growth, phenol-sulfuric acid assay, ethanol precipitation, ultrasonication, phosphate determination

Related record ID(s): 44111, 44112, 48754
NCBI Taxonomy refs (TaxIDs): 746128
Reference(s) to other database(s): GTC:G05539KL
Show glycosyltransferases

There is only one chemically distinct structure:

*O[C@H]1[C@@H](O)[C@H](O)[C@@H](CO[C@@H]2O[C@@H]([C@@H](CO)O[C@@H]3O[C@@H]([C@@H](CO)O[C@@H]4O[C@@H]([C@@H](CO)O[C@@H]5O[C@@H]([C@@H](CO)O[C@@H]6O[C@@H]([C@H](O)CO)[C@H](O)[C@H]6O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)O[C@@H]1O[C@@H]1[C@@H](OC[C@H]2O[C@H](O[C@H]3[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]3*)[C@@H](O)[C@@H](O)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@@H]1O[C@@H]([C@@H](CO)O[C@@H]2O[C@@H]([C@@H](CO)O[C@@H]3O[C@@H]([C@@H](CO)O[C@@H]4O[C@@H]([C@@H](CO)O[C@@H]5O[C@@H]([C@H](O)CO)[C@H](O)[C@H]5O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O

SVG MW SMILES 3D mol Ionize

Warning = sub-repeat ending at bDGalf: variable unit count (4-5) was assumed to be 4
Warning = sub-repeat ending at bDGalf: variable unit count (4-5) was assumed to be 4