ArticleNature chemistry2024
Stereodivergent photobiocatalytic radical cyclization through the repurposing and directed evolution of fatty acid photodecarboxylases.
Article in Nature chemistry, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 19 papers.
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19 citing papers in PubMed.
- Molecular Mechanism of the Catalytic Radical Termination in Fatty Acid Photodecarboxylase.Journal of the American Chemical Society · 2026Article
- Asymmetric Hydroamination Using Oxidative Radical Initiation in Flavin Enzymes.Journal of the American Chemical Society · 2026Article
- Asymmetric synthesis of alkyl fluoridesGreen chemistry : an international journal and green chemistry resource : GC · 2026Article
- Establishing the Fatty Acid PhotodecarboxylaseACS catalysis · 2026Article
- N-Heterocyclic Carbene (NHC) Catalysis in Enzymatic Organic Synthesis.Coordination chemistry reviews · 2026Article
- Asymmetric Ketone Diene Coupling via Stereodivergent Copper Catalysis.Journal of the American Chemical Society · 2026Article
- Stereoselective cyano translocation reaction enabled by photoenzymatic catalysis.Nature communications · 2026Article
- Engaging Unstabilized Alkyl Radicals with Pyridoxal Radical Biocatalysis: Enantiodivergent Synthesis of Aliphatic Non-Canonical Amino Acids.bioRxiv : the preprint server for biology · 2026Article
- Designing and Engineering Enzymes for New-to-Nature Photobiocatalysis.Methods in molecular biology (Clifton, N.J.) · 2026Review
- The Natural Redox Cofactor Pyrroloquinoline Quinone (PQQ) Enables Photocatalytic Radical Cyclizations.Angewandte Chemie (International ed. in English) · 2025Article
- Diversity-oriented photobiocatalytic synthesis via stereoselective three-component radical coupling.Science (New York, N.Y.) · 2025Article
- Directed evolution of hydrocarbon-producing enzymes.Biotechnology for biofuels and bioproducts · 2025Review
- Enantioselective Radical Hydrocyanoalkylation of Alkenes via Photoenzymatic Catalysis.JACS Au · 2025Article
- Cooperative Photometallobiocatalysis: Nonheme Fe Enzyme-Catalyzed Enantioconvergent Radical Decarboxylative Azidation, Thiocyanation, and Isocyanation of Redox-Active Esters.Angewandte Chemie (International ed. in English) · 2025Article
- Efficient and selective energy transfer photoenzymes powered by visible light.Nature chemistry · 2025Article
- Exploring the Increased Activity of the Blue Light-Dependent Photoenzyme Fatty Acid Photodecarboxylase under Violet Light.ACS catalysis · 2025Article
- Ground-state flavin-dependent enzymes catalyzed enantioselective radical trifluoromethylation.Nature communications · 2025Article
- Article
- Threonine Aldolase-Catalyzed Enantioselective α-Alkylation of Amino Acids through Unconventional Photoinduced Radical Initiation.Journal of the American Chemical Society · 2024Article
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Abstract
Despite their intriguing photophysical and photochemical activities, naturally occurring photoenzymes have not yet been repurposed for new-to-nature activities. Here we engineered fatty acid photodecarboxylases to catalyse unnatural photoredox radical C-C bond formation by leveraging the strongly oxidizing excited-state flavoquinone cofactor. Through genome mining, rational engineering and directed evolution, we developed a panel of radical photocyclases to facilitate decarboxylative radical cyclization with excellent chemo-, enantio- and diastereoselectivities. Our high-throughput experimental workflow allowed for the directed evolution of fatty acid photodecarboxylases. An orthogonal set of radical photocyclases was engineered to access all four possible stereoisomers of the stereochemical dyad, affording fully diastereo- and enantiodivergent biotransformations in asymmetric radical biocatalysis. Molecular dynamics simulations show that our evolved radical photocyclases allow near-attack conformations to be easily accessed, enabling chemoselective radical cyclization. The development of stereoselective radical photocyclases provides unnatural C-C-bond-forming activities in natural photoenzyme families, which can be used to tame the stereochemistry of free-radical-mediated reactions.
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