Stereoselective amino acid synthesis by photobiocatalytic oxidative coupling.

ABSTRACT: Photobiocatalysis-where light is used to expand the reactivity of an enzyme-has recently emerged as a powerful strategy to develop chemistries that are new to nature. These systems have shown potential in asymmetric radical reactions that have long eluded small-molecule catalysts¹. So far, unnatural photobiocatalytic reactions are limited to overall reductive and redox-neutral processes^2-9. Here we report photobiocatalytic asymmetric sp³-sp³ oxidative cross-coupling between organoboron reagents and amino acids. This reaction requires the cooperative use of engineered pyridoxal biocatalysts, photoredox catalysts and an oxidizing agent. We repurpose a family of pyridoxal-5'-phosphate-dependent enzymes, threonine aldolases^10-12, for the α

SUBMITTER: Wang TC 

PROVIDER: S-EPMC11299865 | biostudies-literature | 2024 May

REPOSITORIES: biostudies-literature