Decarboxylative Peptide Macrocyclization through Photoredox Catalysis

Stefan J. McCarver, Jennifer X. Qiao, Joseph Carpenter, Robert M. Borzilleri, Michael A. Poss, Martin D. Eastgate, Michael M. Miller, David W.C. MacMillan

Research output: Contribution to journalArticlepeer-review

109 Scopus citations


A method for the decarboxylative macrocyclization of peptides bearing N-terminal Michael acceptors has been developed. This synthetic method enables the efficient synthesis of cyclic peptides containing γ-amino acids and is tolerant of functionalities present in both natural and non-proteinogenic amino acids. Linear precursors ranging from 3 to 15 amino acids cyclize effectively under this photoredox method. To demonstrate the preparative utility of this method in the context of bioactive molecules, we synthesized COR-005, a somatostatin analogue that is currently in clinical trials.

Original languageEnglish (US)
Pages (from-to)728-732
Number of pages5
JournalAngewandte Chemie - International Edition
Issue number3
StatePublished - Jan 16 2017

All Science Journal Classification (ASJC) codes

  • General Chemistry
  • Catalysis


  • Michael addition
  • decarboxylation
  • macrocycles
  • peptides
  • photoredox catalysis


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