title: Novel neogala-series glycosphingolipids with a terminal glucose residue from the fungus Mariannaea elegans.
abstract: Glycosphingolipids (GSLs) are essential membrane components of eukaryotic cells. Recently, a new type of fungal neogala-series GSL was identified in aureobasidin A-resistant fungi. In this study, we analyzed GSLs from four pathogenic fungal strains belonging to the order Hypocreales, and found that Mariannaea elegans contained both acidic GSLs and neutral GSLs with mono- and di-saccharides. The structures of the neutral GSLs of M. elegans were determined by compositional sugar, fatty acid, and sphingoid analyses by GC/MS, MALDI time-of-flight/MS, and 1H NMR. The ceramide moiety of Glcβ1-Cer consisted mainly of the 2-hydroxylated C18:0-fatty acid 9-methyl-octadeca-4-sphinganine or 9-methyl-octadeca-4,8-sphingadienine. In contrast, the ceramides of Galβ1-6Galβ1-Cer and Glc1-6Galβ1-Cer consisted mainly of saturated 2-hydroxylated C24:0-fatty acids and C18:0-phytosphingosine. To our knowledge, Glc1-6Galβ1-Cer is a novel GSL in fungi, and M. elegans is the first example of an aureobasidin A-sensitive fungus that possesses fungal neogala series GSLs.
authors.affiliation: Department of Biotechnology, College of Life Sciences, Ritsumeikan University, Shiga, Japan.
authors.forename: Yasushi
authors.initials: Y
authors.lastname: Tani
authors.forename: Kaori
authors.initials: K
authors.lastname: Nakamura
authors.forename: Ryota
authors.initials: R
authors.lastname: Sawa
authors.forename: Masashi
authors.initials: M
authors.lastname: Nishio
authors.forename: Shigeki
authors.initials: S
authors.lastname: Saito
authors.forename: Masahiro
authors.initials: M
authors.lastname: Ito
authors.forename: Saki
authors.initials: S
authors.lastname: Itonori
authors.forename: Hisaaki
authors.initials: H
authors.lastname: Mihara
mesh_terms: D002240:Carbohydrate Sequence; D047630:Depsipeptides / Q000494:pharmacology; D005227:Fatty Acids / Q000737:chemistry; D005947:Glucose / Q000737:chemistry*; D006028:Glycosphingolipids / Q000737:chemistry* / Q000302:isolation & purification; D006999:Hypocreales / Q000737:chemistry* / Q000187:drug effects / Q000254:growth & development; D008745:Methylation; D008969:Molecular Sequence Data; D013237:Stereoisomerism
chemical_list: D047630:Depsipeptides; D005227:Fatty Acids; D006028:Glycosphingolipids; C071398:aureobasidin A; D005947:Glucose