To PLP or Not to PLP: Stereodivergent Transaminase-Catalyzed Reactions Directed by Kinetic and Thermodynamic Control.

ABSTRACT: Selective catalysis is a key objective in organic synthesis, and reactions with differing kinetic and thermodynamic products present the opportunity for divergent reaction outcomes with a single catalyst. We report a biocatalytic method in which a single transaminase can form either cis or trans cyclohexylamines in high diastereoselectivity. With the model substrate 4-methylcyclohexanone, E. coli cells expressing WT-Vf-ATA form either diastereomer of the amine product in >10:1 dr and >70% conversion, depending on reaction conditions, stereodivergence that also extends to a range of substrates. In the case of α(2)-substituted ketones, a concurrent dynamic kinetic resolution enables conversion of racemic ketones into cis or trans amines that are enan

SUBMITTER: Fitzgerald MJ 

PROVIDER: S-EPMC12442079 | biostudies-literature | 2025 Sep

REPOSITORIES: biostudies-literature