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Taxonomic group: fungi / Ascomycota (Phylum: Ascomycota)
Associated disease: aspergillosis [ICD11: 1F20

, ICD11: XN0WC

]; infection due to Aspergillus fumigatus [ICD11: XN5Z7

]

The structure was elucidated in this paper
NCBI PubMed ID: 16204227
Publication DOI: 10.1074/jbc.M510163200
Journal NLM ID: 2985121R
Publisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: Thierry Fontaine <tfontain

pasteur.fr>
Institutions: Unite des Aspergillus, Institut Pasteur, 25 rue du Docteur Roux, 75724 Paris cedex 15, France and the Laboratoire de Chimie Biologique, Universite des Sciences et Technologies de Lille, 59655 Villeneuve d'Ascq cedex, France

Galactomannan is a characteristic polysaccharide of the human filamentous fungal pathogen Aspergillus fumigatus that can be used to diagnose invasive aspergillosis. In this study, we report the isolation of a galactomannan fraction associated to membrane preparations from A. fumigatus mycelium by a lipid anchor. Specific chemical and enzymatic degradations and mass spectrometry analysis showed that the lipid anchor is a glycosylphosphatidylinositol ( GPI). The lipid part is an inositol phosphoceramide containing mainly C(18)-phytosphingosine and monohydroxylated lignoceric acid (20H-C(24:0) fatty acid). GPI glycan is a tetramannose structure linked to a glucosamine residue: Man-α1-2Man-α1-2Man-α1-6Man-α1-4GlcN. The galactomannan polymer is linked to the GPI structure throught the mannan chain. The GPI structure is a type 1, closely related to the one previously described for the GPI-anchored proteins of A. fumigatus. This is the first time that a fungal polysaccharide is shown to be GPI-anchored.

glycosphingolipids, sphingolipids, cell-wall, gas-liquid-chromatography, mass-spectrometry, Glycosylinositol phosphorylceramide, invasive Aspergillosis, penicillium-charlesii, Candida-albicans, yast-forms

Structure type: oligomer
Location inside paper: abstract, p.39839
Trivial name: lipogalactomannan
Contained glycoepitopes: IEDB_130701,IEDB_136104,IEDB_140116,IEDB_141793,IEDB_141807,IEDB_141829,IEDB_141830,IEDB_141832,IEDB_143632,IEDB_144983,IEDB_151531,IEDB_152206,IEDB_153220,IEDB_76933,IEDB_983930,SB_136,SB_191,SB_196,SB_198,SB_44,SB_67,SB_72

Methods: methylation, GLC-MS, partial acid hydrolysis, SDS-PAGE, TLC, GLC, ESI-MS/MS, enzymatic degradation, extraction, HF treatment, acetolysis, GFC

NCBI Taxonomy refs (TaxIDs): 746128
Show glycosyltransferases

There are 4 chemically distinct structures. Please, select:

[1*]O[C@@H]1[C@@H](O[C@@H]2[C@@H](O[C@@H]3[C@@H](OC[C@H]4O[C@H](O[C@H]5[C@H](O)[C@@H](N)C(O[C@H]6[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]6OP(=O)(O)OC[C@H](NC(=O)C(O)CCCCCCCCCCCCCCCCCCCCCC)[C@H](O)[C@H](O)CCCCCCCCCCCCCC)O[C@@H]5CO)[C@@H](O)[C@@H](O)[C@@H]4O)O[C@H](CO)[C@@H](O)[C@@H]3O)O[C@H](CO)[C@@H](O)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O

SVG MW SMILES 3D mol Ionize

R1 = galactomannan