Newly discovered neutral glycosphingolipids in Aureobasidin A-resistant Zygomycetes. Identification of a novel family of gala-series glycolipids with core Galα1-6Galβ1-6Galβ sequences

Kazuhiro Aoki, Ryosuke Uchiyama, Suguru Yamauchi, Takane Katayama, Saki Itonori, Mutsumi Sugita, Noriyasu Hada, Junko Yamada-Hada, Tadahiro Takeda, Hidehiko Kumagai, Kenji Yamamoto

研究成果: Article査読

28 被引用数 (Scopus)

抄録

We found for the first time that Zygomycetes species showed resistance to Aureobasidin A, an antifungal agent. A novel family of neutral glycosphingolipids (GSLs) was found in these fungi and isolated from Mucor hiemalis, which is a typical Zygomycetes species. Their structures were completely determined by compositional sugar, fatty acid, and sphingoid analyses, methylation analysis, matrix-assisted laser desorption ionisation lime-of-flight/mass spectrometry, and 1H NMR spectroscopy. They were as follows: Galβ1-6Galβ1-1Cer (CDS), Galα1-6Galβ1- 6Galβ1-1Cer (CTS), Galα1-6Galα1-6Galβ1-6Galβ1-1Cer (CTeS), and Galα1-6Galα1-6Galα1-6Galβ1-6Galβ1-1Cer (CPS). The ceramide moieties of these GSLs consist of 24:0,25:0, and 26:0 2-hydroxy acids as major fatty acids and 4-hydroxyoctadecasphinganine (phytosphingosine) as the sole sphingoid. However, the glycosylinositolphosphoceramide families that are the major GSLs components in fungi were not detected in Zygomycetes at all. This seems to be the reason that Aureobasidin A is not effective for Zygomycetes as an antifungal agent. Our results indicate that the biosynthetic pathway for GSLs in Zygomycetes is significantly different from those in other fungi and suggest that any inhibitor of this pathway may be effective for mucormycosis, which is a serious pathogenic disease for humans.

本文言語English
ページ(範囲)32028-32034
ページ数7
ジャーナルJournal of Biological Chemistry
279
31
DOI
出版ステータスPublished - 2004 7月 30
外部発表はい

ASJC Scopus subject areas

  • 生化学
  • 分子生物学
  • 細胞生物学

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