ArticleMethods in molecular biology (Clifton, N.J.)2025
Late-Stage Functionalization of Peptides on Solid-Phase via Photochemical Decarboxylative Arylation.
Article in Methods in molecular biology (Clifton, N.J.), 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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Abstract
Late-stage functionalization of specific residues in a peptide provides a fast and straightforward method to unnatural amino acids. Here we provide a protocol for the photochemical conversion of redox-active esters formed from aspartic acid and glutamic acid. The reaction involves the formation of an electron-donor acceptor complex using the Hantzsch ester, which leads to radical decarboxylation under irradiation with purple light. The formed carbon radical then adds to a Nickel aryl bromide complex to facilitate C-C cross coupling. By using widely available aryl bromides a broad scope of unnatural aromatic amino acids can be accessed. Since all steps take place on solid support, the protocol is rapid and easy to perform.
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