Effect of double bond geometry in sphingosine base on the antioxidant function of sphingomyelin.

@article{Subbaiah2009EffectOD,
  title={Effect of double bond geometry in sphingosine base on the antioxidant function of sphingomyelin.},
  author={Papasani V Subbaiah and Debajit Sircar and Ravi S Lankalapalli and Robert Bittman},
  journal={Archives of biochemistry and biophysics},
  year={2009},
  volume={481 1},
  pages={72-9}
}
We previously showed that sphingomyelin (SM) inhibits peroxidation of phosphatidylcholine (PC) and cholesterol. Since SM uniquely has a trans unsaturation in its sphingosine base, we investigated whether this feature is important for its antioxidant function. Substitution of the natural trans Delta(4)-double bond with a cis double bond (cis-SM), however, increased SM's ability to inhibit Cu(2+)-mediated 16:0-18:2 PC oxidation by up to eightfold. Dihydro-SM, which lacks the double bond, was… CONTINUE READING