A novel lipophilic glyoxylic acid derivative for the lipidation of peptides using salt-free hydrazone ligation

A lipophilic vector, composed of a palmitoyl and glyoxylyl group linked by a 1,3-diaminopropane moiety, was found to react rapidly and almost quantitatively with N-terminal α-hydrazino acetyl peptides to give the corresponding hydrazones. The ligation was performed in salt-free conditions, using a 95/5 mixture of 2-methyl-propan-2-ol/water.