Regioselective Hydrolytic Cleavage of N-Terminal Myristoyl-peptide

抄録

To develop a simple chemical deblocking method for Myr-Gly-peptide, we investigated the susceptibility and stability of the internal peptide linkages of model peptides, Myr-Gly-X-Phe-OH (X=Gly, Ala, Val, Lys, His, Arg, Ile, Glu, Gln, Asp, Asn), to HCl, H₂SO₄ and methanesulfonic acid (MSA) at 25 and 60°C, and analyzed the hydrolysates by HPLC. The results indicated that acid hydrolysis in concentrated acids was superior for selective cleavage of the Gly-X linkage. Here, we describe a simple method for regioselective cleavage of the Gly-X bond of Myr-Gly-X-Phe-OH by acids and determination of the decomposition products by RP-HPLC.