ABSTRACT
A novel sulfated glycosphingolipid, SGL-1, was isolated from the ascidian Ciona intestinalis, prepared from chloroform/methanol extracts and fractionated successively on DEAE Sephadex-A25, Florisil and Iatrobeads column chromatographies. Chemical structural analysis was performed using methylation analysis, gas-liquid chromatography, combined gas-liquid chromatography-mass spectrometry, matrix-assisted laser desorption/ionization time-of-flight mass spectrometry and (1)H-NMR spectroscopy. This chemical structure is presented as GlcCer I(6)-Sulfate. The ceramide moiety was specified by t16:0, t17:0, br,t17:0, t18:0 and br,t18:0 as sphingoids, and 2-hydroxy, saturated fatty acids as represented by docosanoic and tetracosanoic acids.
Subject(s)
Ciona intestinalis/chemistry , Sphingosine/analogs & derivatives , Sulfoglycosphingolipids/chemistry , Animals , Chromatography , Ciona intestinalis/metabolism , Molecular Structure , Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization , Sphingosine/chemistry , Sphingosine/isolation & purification , Sphingosine/metabolism , Sulfoglycosphingolipids/isolation & purification , Sulfoglycosphingolipids/metabolismABSTRACT
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.
