Identification of Molecular Species of Ceramide 2-N-Methyl-aminoethylphosphonates Containing Normal Fatty Acids and Dihydroxy Long Chain Bases from Turbo cornutus

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Two types of ceramide 2-N-methylaminoethylphosphonates showing different chromatographic behavior on thin layer chromatography were found in the viscera of Turbo cornutus.
Relatively non-polar ceramide 2-N-methylaminoethylphosphonates were isolated from the viscera of T. cornutus by solvent extraction and were purified by silicic acid column chromatography and by mild alkaline hydrolysis.
The ceramide 2-N-methylaminoethylphosphonates were degraded into ceramides and 2-N-methylaminoethylphosphonic acid by enzymatic hydrolysis with phospholipase C (Clostridium welchii) [EC 3. 1. 4. 3]. The ceramides were analyzed by gas-liquid chromatography-mass spectrometry as their trimethylsilyl ether derivatives and the molecular species were identified as N-hexadecanoyl C_16-, C_17-, C_18-, and branched C_18-sphingosine and C_18- and C_22-spingadienine.