Alkenyl Building Blocks for Stapled Peptides

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Stapled peptides are attracting more and more attention due to their enhanced stability, cell penetrating ability and target affinity, which greatly increases the chances for peptide drug discovery in current pharmaceutical research like cancer and immunotherapeutics.

The most common method for forming a stapled peptide is the transition metal catalyzed ring closing metathesis in which two olefin motifs are needed to be employed into the peptide precursor. After the ring closing process, a hydrocarbon bridge is formed at the certain position that the olefin motifs were introduced. Thus, alkenyl amino acids were developed as the building blocks for the purpose of preparing stapled peptides, mostly via Fmoc SPPS strategy.