Chemodivergent C(sp³)-H and C(sp²)-H Cyanomethylation Using Engineered Carbene Transferases.

ABSTRACT: The ubiquity of C-H bonds presents an attractive opportunity to elaborate and build complexity in organic molecules. Methods for selective functionalization, however, often must differentiate among multiple chemically similar and, in some cases indistinguishable, C-H bonds. An advantage of enzymes is that they can be finely tuned using directed evolution to achieve control over divergent C-H functionalization pathways. Here, we demonstrate engineered enzymes that effect a new-to-nature C-H alkylation with unparalleled selectivity: two complementary carbene C-H transferases derived from a cytochrome P450 from Bacillus megaterium deliver an α-cyanocarbene into the α-amino C(sp³)-H bonds or the ortho-arene C(sp²)-H bonds of N-substitute

SUBMITTER: Zhang J 

PROVIDER: S-EPMC9983643 | biostudies-literature | 2023 Feb

REPOSITORIES: biostudies-literature