Characterization of cerebroside (monoglycosylceramide) from the sea anemone, Metridium senile. Identification of the major long-chain base as an unusual dienic base with a methyl branch at a double bond

Biochim Biophys Acta. 1979 Jul 27;574(1):79-93. doi: 10.1016/0005-2760(79)90087-0.


1. Cerebroside of the sea anemone, Metridium senile, has been isolated (0.6 mg/g dry tissue weight) and structurally characterized. 2. The structure was shown by mass spectrometry, NMR spectroscopy and degradative studies as beta-glucopyranosylceramide. The major fatty acids were 16 : 0 and 20 : 0 D-2-hydroxy fatty acids. The major base was a novel base, D-erythro-1,3-dihydroxy-2-amino-9-methyl-trans-4, trans-8-octadecadiene. 3. Some unusual fatty acids of marine origin are suggested to originate in this long-chain base by metabolic conversion. 4. The implication of the methyl branch position of the base on our current view of sphingolipid function in the plasma membrane is discussed.

MeSH terms

  • Animals
  • Cerebrosides / isolation & purification*
  • Cnidaria / analysis*
  • Fatty Acids / analysis
  • Glucosylceramides / isolation & purification*
  • Mass Spectrometry
  • Models, Chemical
  • Sea Anemones / analysis*


  • Cerebrosides
  • Fatty Acids
  • Glucosylceramides