The sphingosine 1-phosphate break-down product (2E)-hexadecenal forms protein adducts and glutathione conjugates in vitro.
- Fabian Schumacher,
- Corinna Neuber,
- Hannah Finke,
- Kai Nieschalke,
- Jessica Baesler,
- Erich Gulbins,
- Burkhard Kleuser
J Lipid Res 2017 Jun 6. Epub 2017 Jun 6.
University of Potsdam, Germany;
Sphingosine 1-phosphate (S1P), a bioactive lipid involved in various physiological processes such as cell proliferation and apoptosis, can be irreversibly cleaved by the S1P lyase, yielding phosphoethanolamine and (2E)-hexadecenal (2EHD). The latter metabolite, an α,β-unsaturated fatty aldehyde, may be susceptible to nucleophilic attack by cellular biomolecules. Hence, we studied whether 2EHD forms reaction products with glutathione (GSH) and proteins in vitro Using liquid chromatography-tandem mass spectrometry (LC-MS/MS) and stable isotopically labeled reference material, we identified a total of nine novel reaction products of 2EHD in a cell-free approach: two GSH conjugates and seven L-amino acid adducts. Read More