trans-4,5-epoxy-2(E)-Decenal is an aldehyde compound responsible for the pungent metallic flavor of decomposed lipids. trans-4,5-epoxy-2(E)-Decenal has been shown to react with nucleophiles on proteins, resulting in a loss of cell function and viability. Useful tool in demonstrating the effects (acute and gradual) of peroxidative damage in experimental models.
Lin, J., Fay, L.B., Welti, D.H., et al. Quantification of key odorants formed by autoxidation of arachidonic acid using isotope dilution assay. Lipids 36(7) 749-756 (2001). Zamora, R., Hidalgo, F.J. Modification of lysine amino groups by the lipid peroxidation product 4,5(E)-epoxy-2(E)-heptenal. Lipids 29 243-249 (1994).