Which of the following lipid modifications involves thioether bond formation?
Lipid modifications differ in chemistry of linkage and reversibility. N-myristoylation forms amide bond between myristate and N-terminal glycine co-translationally irreversible, palmitoylation forms thioester between 16-carbon palmitate and cysteine thiol reversibly cleaved by acyl protein thioesterases, GPI anchoring forms amide between ethanolamine phosphate and C-terminus plus glycosidic linkages to inositol phospholipid. Prenylation, either farnesylation 15-carbon or geranylgeranylation 20-carbon, occurs at C-terminal CAAX motif where X determines farnesyl vs geranylgeranyl transferase spe
Ref: Wang & Casey, Nat Rev Mol Cell Biol 2016, Protein prenylation and thioether linkage.