Photoredox-Catalyzed Decarboxylative Alkynylation of Peptides
C-Terminal Bioconjugation of Peptides through Photoredox Catalyzed Decarboxylative Alkynylation.
Angew. Chem. Int. Ed. 2019;
17 June 2019 (online)
Key wordsphotoredox catalysis - decarboxylation - alkynylation - C-terminal selectivity - hypervalent iodine reagents - metal-free
This paper provides a decarboxylative strategy for the alkynylation of the C-terminus of peptides, starting from free carboxylic acids. C-Terminal selectivity can be achieved in the presence of carboxylic acid side chains, and a broad range of functional groups are tolerated in the reaction system.
The authors have developed a metal-free decarboxylative alkynylation of the C-terminus of peptides. The reaction proceeds rapidly and cleanly and might be useful for modifying peptides.