Abstract
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, Galbeta1-4(Fucalpha1-3)GlcAbeta1-1Cer. The ceramide component was composed of C16:0 and C18:0 acids and C16-, C17-, and C18-phytosphingosines as major components.
Highlights
A novel uronic acid-containing glycosphingolipid (UGL-1) was isolated from the ascidian Halocynthia roretzi
The one species was separated by Iatrobeads column chromatography, yielding a uronic acid-containing glycosphingolipid, called UGL-1
From the ascidian H. roretzi, we propose the chemical structure of the novel UGL-1, characterized as Galb1-4 (Fuca1-3)GlcAb1-1Cer (Fig. 6)
Summary
A novel uronic acid-containing glycosphingolipid (UGL-1) was isolated from the ascidian Halocynthia roretzi. The chemical structure of UGL-1 was determined to be a glucuronic acid-containing glycosphingolipid, Galb14(Fuca1-3)GlcAb1-1Cer. The ceramide component was composed of C16:0 and C18:0 acids and C16-, C17-, and C18-phytosphingosines as major components.—Ito, M., Y. Isolation and characterization of a novel uronic acid-containing acidic glycosphingolipid from the ascidian Halocynthia roretzi. Gangliosides have not been detected in protostomia, other acidic glycosphingolipids containing uronic acid or inositol phosphate have been characterized [7,8,9]. We describe the structural characterization of a novel acidic glycosphingolipid containing a uronic acid residue (UGL-1) from the ascidian Halocynthia roretzi. The chemical structure of UGL-1, which has a uronic acid with a fucosyl residue bond at the reducing end, is the first example to our knowledge
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