Decarboxylative Peptide Macrocyclization through Photoredox Catalysis.

ABSTRACT: 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.

SUBMITTER: McCarver SJ 

PROVIDER: S-EPMC5225041 | biostudies-literature | 2017 Jan

REPOSITORIES: biostudies-literature