Enzymatic Assembly of Diverse Lactone Structures: An Intramolecular C-H Functionalization Strategy.

ABSTRACT: Lactones are cyclic esters with extensive applications in materials science, medicinal chemistry, and the food and perfume industries. Nature's strategy for the synthesis of many lactones found in natural products always relies on a single type of retrosynthetic strategy, a C-O bond disconnection. Here, we describe a set of laboratory-engineered enzymes that use a new-to-nature C-C bond-forming strategy to assemble diverse lactone structures. These engineered "carbene transferases" catalyze intramolecular carbene insertions into benzylic or allylic C-H bonds, which allow for the synthesis of lactones with different ring sizes and ring scaffolds from simple starting materials. Starting from a serine-ligated cytochrome P450 variant previously engineered for other carbene-transfer activities,

SUBMITTER: Wackelin DJ 

PROVIDER: S-EPMC11290351 | biostudies-literature | 2024 Jan

REPOSITORIES: biostudies-literature