Automated Orthogonal Deprotection of Glu(OAllyl) and Peptide Stapling via Lactamization

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Orthogonal deprotection of Glu(OAllyl) and peptide stapling via lactamization can be readily performed on the Liberty Blue automated microwave peptide synthesizer. Branched and lactam stapled variants of both the HIV-1 antibody epitope gp41659-671 and Afamelanotide were synthesized, with each of the four peptides synthesized between 80 – 87% purity and requiring 3 – 3.5 h of synthesis time, generating only 700 – 750 mL of total waste per synthesis.