A Novel Sphingophosphonoglycolipid Containing 3-O-Methylgalactose Isolated from the Skin of the Marine Gastropod Aplysia kurodai

Abstract
A novel sphingophosphonolipid was isolated from the skin of a marine gastropod, Aplysia kurodai. It was composed of one mol each of sphingosine base, fatty acid, glucose, galacto-samine, and an unknown sugar and two mol each of galactose and aminophosphonic acid. The unknown sugar was identified as 3-O-methylgalactose by GC-mass spectrometry of the alditol acetate derivative and by GLC of the trimethylsilyl methylglycoside derivative. The aminophosphonic acid was identified as 2-aminoethylphosphonic acid by TLC of the free acid and the dinitrophenyl (DNP-) compound and by GLC of the O-di-trimethylsilyl-N-isothio-cyanate compound. Thus, a ceramide bis(2-aminoethylphosphono)-pentaoside structure having an oligosaccharide chain consisting of one mol each of glucose, 3-O-methylgalactose and galactosamine and two mol of galactose was proposed.

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