Glycobiology Advance Access published online on October 30, 2007
Glycobiology, doi:10.1093/glycob/cwm122
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Glycosylinositolphosphoceramides in Aspergillus Fumigatus
1 Unité de Résonance Magnétique Nucléaire des Biomolécules, CNRS URA 2185 Institut Pasteur, 25 rue du Docteur Roux 75724 Paris cedex 15
2 Unité de Glycobiologie Structurale et Fonctionnelle, UMR 8576 CNRS, Université des Sciences et Technologies de Lille, 59655 Villeneuve dAscq cedex
3 Unité des Aspergillus, Institut Pasteur, 25 rue du Docteur Roux 75724 Paris cedex 15
* corresponding author: tfontain{at}pasteur.fr
Received on August 1, 2007; accepted on October 23, 2007
Fungal glycosylinositolphosphoceramides (GIPCs) are involved in cell growth and fungal-host interactions. In this study, 6 GIPCs from the mycelium of the human pathogen Aspergillus fumigatus were purified and characterized using Q-TOF mass spectrometry and 1H, 13C and 31P NMR. All structures have the same inositolphosphoceramide moiety with the presence of a C18:0-phytosphingosine conjugated to a 2-hydroxylated saturated fatty acid, (2-hydroxy-lignoceric acid). The carbohydrate moiety defines 2 types of GIPC. The first, a mannosylated zwitterionic glycosphingolipid contains a glucosamine residue linked in
1–2 to an inositol ring that has been described in only two other fungal pathogens. The second type of GIPC presents a
-Manp-(1
3)-
-Manp-(1
2)-IPC common core. A galactofuranose residue is found in 4 GIPC structures, mainly at the terminal position via a ß1–2 linkage. Interestingly, this galactofuranose residue could be substituted by a choline-phosphate group, as observed only in the GIPC of Acremonium sp., a plant pathogen.
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