1-Deoxysphingosine (m18:1(14Z)) is an atypical sphingolipid that contains a double bond at the n-4 (14Z) native position and is formed when serine palmitoyltransferase condenses palmitoyl-CoA with alanine instead of serine during sphingolipid synthesis.
1,2 It lacks the C1-hydroxyl group necessary for canonical degradation, however, it is metabolized by the cytochrome P450 (CYP) subfamilies CYP4A and CYP4F in MEF cells.
2
1. Steiner, R., Saied, E.M., Othman, A., et al. Elucidating the chemical structure of native 1-deoxysphingosine J. Lipid Res. 57(7),1194-1203(2016).
2. Alecu, I., Othman, A., Penno, A., et al. Cytotoxic 1-deoxysphingolipids are metabolized by a cytochrome P450-dependent pathway J. Lipid Res. 58(1),60-71(2017).