Site-Selective Amide Functionalization by Catalytic Azoline Engrafting.

ABSTRACT: Direct peptide and protein activation is a challenging transformation because of the stabilizing effect of the amide group. While enzymes can be considered as prototypical systems that have evolved to achieve high selectivity and specificity, small-molecule catalysts that functionalize the amide group may accommodate a much larger selection of substrates but currently remain scarce. Here, by combining the desired features from both catalytic regimes we designed an artificial cyclodehydratase, a catalytic system for the site-selective modification of peptides and natural products by engrafting heterocycles into their scaffolds. The catalytic system features a molybdenum(VI) center that was decorated with a sterically congested tripod ligand. The optimized catalyst can introduce azolines int

SUBMITTER: Powell WC 

PROVIDER: S-EPMC10153596 | biostudies-literature | 2022 Jul

REPOSITORIES: biostudies-literature