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Originally published In Press as doi:10.1194/jlr.M600296-JLR200 on October 5, 2006

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Journal of Lipid Research, Vol. 48, 96-103, January 2007
Copyright © 2007 by American Society for Biochemistry and Molecular Biology

Isolation and characterization of a novel uronic acid-containing acidic glycosphingolipid from the ascidian Halocynthia roretzi

Masahiro Ito1,*, Yuki Matsumuro*, So Yamada*, Tomonori Kitamura{dagger}, Saki Itonori{dagger} and Mutsumi Sugita{dagger}

* Department of Bioscience and Bioinformatics, College of Information Science and Engineering, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu, Shiga 525-8577, Japan
{dagger} Department of Chemistry, Faculty of Liberal Arts and Education, Shiga University, 2-5-1 Hiratsu, Otsu, Shiga 520-0862, Japan

Published, JLR Papers in Press, October 5, 2006.

1 To whom correspondence should be addressed. e-mail: maito{at}is.ritsumei.ac.jp

A novel uronic acid-containing glycosphingolipid (UGL-1) was isolated from the ascidian Halocynthia roretzi. UGL-1 was prepared from chloroform-methanol extracts and purified by the use of successive column chromatography on DEAE-Sephadex, Florisil, and Iatrobeads. Chemical structural analysis was performed using methylation analysis, gas chromatography, gas chromatography-mass spectrometry, matrix-assisted laser-desorption/ionization time-of-flight mass spectrometry, and 1H-NMR spectra. The chemical structure of UGL-1 was determined to be a glucuronic acid-containing glycosphingolipid, Galß1-4(Fuc{alpha}1-3)GlcAß1-1Cer. The ceramide component was composed of C16:0 and C18:0 acids and C16-, C17-, and C18-phytosphingosines as major components.

Supplementary key words glucuronic acid • chemical structure • ceramide moiety • 1H-nuclear magnetic resonance • matrix-assisted laser-desorption/ionization time-of-flight mass spectrometry

Abbreviations: MALDI-TOF MS, matrix-assisted laser-desorption/ionization time-of-flight mass spectrometry; PSD, postsource decay; UGL, uronic acid-containing glycosphingolipid


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