Synthesis of Branched Peptides via a Side-Chain Benzyl Ester

Abstract

Branched peptide as an attractive mimic of natural peptide is widely used in structural design of functional or therapeutic peptides, to improve their biological activity, stability, and pharmacokinetic properties. In this protocol, we employ a function group of side-chain benzyl ester as the precursor of hydrazide, which could be conveniently used to assemble a branch peptide by native chemical ligation or direct amidation. This method is convergent and efficient, and facilitates the synthesis and application of branched peptides.

Simple and Rapid Synthesis of Branched Peptides through Microwave-Assisted On-Bead Ligation

“…These factors increase the economic burden when using expensive linear peptides. While a highly efficient and selective ligation method using site-specific coupling reactions has been reported, − the limited solubility of the two segments typically restricts the reaction type. Moreover, additional functional groups that might alter the peptide conformation represent a significant disadvantage of this method.…”