Characterization of glucuronic acid containing glycolipid in Aspergillus fumigatus mycelium |
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Authors: | Thierry Fontaine Claude Lamarre Karine Lambou Muriel Delepierre |
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Affiliation: | a Unité des Aspergillus, Institut Pasteur, 25 rue du Docteur Roux, 75724 Paris cedex 15, France b Unité de Résonance Magnétique Nucléaire des Biomolécules, CNRS URA 2185, Institut Pasteur, 25 rue du Docteur Roux, 75724 Paris cedex 15, France c Laboratoire de Glycobiologie Structurale et Fonctionnelle, UMR 8576 CNRS, Université des sciences et Technologies de Lille Flandres-Artois, 59655 Villeneuve d’Ascq cedex, France d CHUQ—Pav. St-François d’Assise, Centre de recherche, 10, rue de l’Espinay, Québec, QC, Canada G1L 3R5 |
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Abstract: | A glucuronic acid containing glycerolipid was isolated from the filamentous fungi Aspergillus fumigatus. This acidic glycolipid was extracted from the membrane of mycelium and purified by two successive chromatographic steps on DEAE-Sephadex and Silica columns. Chemical structural analysis was performed using methylation, gas-chromatography, gas-chromatography-mass spectrometry, nano-electrospray mass spectrometry and 1H/13C NMR spectra. The corresponding structure is a 3-(O-α-glucuronyl)-1,2-diacyl-sn-glycerol, where acyl chains are mainly C16:0, C18:0, C18:1, and C18:2. This α-GlcA-diacylglycerol is not present in fungal conidia. This acidic glycerolipid is described here for the first time in a fungal species. Two homologs of UDP-glucose dehydrogenase that convert UDP-glucose into UDP-glucuronic acid, are present in A. fumigatus genome, UGD1 and UGD2. Gene deletion showed that only UGD1 is essential for the biosynthesis of GlcA-DG. However, no particular phenotype has been observed in the Ugd1Δ mutant. Biological function of this acidic glycolipid remains unknown in A. fumigatus. |
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Keywords: | COSY, correlation spectroscopy DMSO, dimethylsulfoxide gHMBC, gradient selected heteronuclear multiple bond correlation gHSQC, gradient selected heteronuclear single-quantum correlation NMR, nuclear magnetic resonance ROESY, rotating-frame Overhauser enhancement spectroscopy RELAY 2D, relayed COSY PFG, pulsed field gradient TOCSY, total correlation spectroscopy GC, gas chromatography GlcA, glucuronic acid DG, diacylglycerol MS, mass spectrometry GSL, hlycosphingolipid GIPC, glycosylinositolphosphoceramide |
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