STRUCTURE OF A NOVEL DIPHOSPHONOGLYCOSPHINGOLIPID ISOLATED FROM THE SKIN OF APLYSIA-KURODAI

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  • 1 January 1985
    • journal article
    • research article
    • Vol. 10  (4) , 603-610
Abstract
A new phosphonoglycosphingolipid containing two 2-aminoethylphosphonate residues was isolated from the skin of Aplysia kurodai, a marine gastropod, using 2 systems of silicic acid chromatography. By methanolysis, permethylation, mild acid hydrolysis and hydrogen fluoride treatment combined with TLC and gas chromatography-mass spectrometry, the new phosphonoglycosphingolipid was 3-0-MeGal (1 .fwdarw. 3) GalNAc(1 .fwdarw. 3) [6''-O-(2-aminoethylphosphonyl)Gal(1 .fwdarw. 2)] [2-aminoethyl-phosphonyl (.fwdarw. 6)] Gal(1 .fwdarw. 4) Glc(1 .fwdarw. 1)ceramide. Most of the fatty acid (90%) was palmitic acid. Octadeca-4-sphingenine and anteiso-nonadeca-4-sphingenine were the major sphingosine bases of the new glycolipid.