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Structural determination of N-2′-hydroxyoctadecenoyl-1-O-β-d-glucopyranosyl-9-methyl-4, 8-sphingadienine from species of Aspergillus

✍ Scribed by Maria Helena S. Villas Boas; Heinz Egge; Gottfried Pohlentz; Rudolf Hartmann; Eliana Barreto Bergter

Book ID: 103037095
Publisher: Elsevier Science
Year: 1994
Tongue: English
Weight: 617 KB
Volume: 70
Category: Article
ISSN: 0009-3084
DOI: 10.1016/0009-3084(94)90043-4

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✦ Synopsis

Ceramide monohexosides from Aspergillus fumigatus 2140 and 2109 strains and Aspergillus versicolor 550 strain, obtained by silica gel 60, and Iatrobeads chromatography were analysed using high-resolution 1D-, 2D-1H-NMR and 13C-NMR spectroscopy and fast atom bombardment mass spectrometry (FAB-MS). The ceramide monohexoside fraction (CMH) from A. fumigatus 2140 and A. versicolor 550 was identified as glucosylceramide, whereas glucose and galactose were present at a ratio of 1:1 in the CMH of A. fumigatus 2109. The major glycosphingolipid has a particular ceramide composition consisting of 9-methyl-4,8-sphingadienine linked to a 2-hydroxyoctadec-3-enoic acid. Although the structures presently described are similar to those of monohexosylceramides from other fungi, including edible ones, this is the first report on their occurrence in species pathogenic in humans.

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## Abstract Pen II [(2__S__,2' __R__,3__R__,3' __E__,4__E__,8__E__)‐1‐__O__‐(β‐D‐glucopyranosyl)‐__N__‐(2'‐hydroxy‐3'‐octadecenoyl)‐9‐methyl‐4,8‐sphingadienine], the major component of the cerebrosides isolated from __Penicillium funiculosum__ A‐1 as the fruiting inducer against __Schizophyllum com