ArticleNature chemistry2024
Remote stereocontrol with azaarenes via enzymatic hydrogen atom transfer.
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 17 papers.
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Who cites it
17 citing papers in PubMed.
- Engineered halohydrin dehalogenase mediates remote enantiocontrolled dehalogenative hydroxylation via an unconventional mechanism.Nature communications · 2026Article
- Unlocking enzymatic deracemization of structurally diverse allenes by designed photoenzymes.Nature communications · 2026Article
- Asymmetric Hydrogen Atom Transfer.ACS catalysis · 2026Review
- New-to-Nature Photoenzymatic Catalysis.Methods in molecular biology (Clifton, N.J.) · 2026Article
- Designing and Engineering Enzymes for New-to-Nature Photobiocatalysis.Methods in molecular biology (Clifton, N.J.) · 2026Review
- Photoenzymatic catalysis enables enantioselective radical dearomative spirocyclization.Nature communications · 2025Article
- Photo-excited extracellular electron transfer of electroactive microorganism triggers RAFT polymerization.Nature communications · 2025Article
- Computational approaches to enzymatic reaction assignment: a review of methods, validations, and future directions.Briefings in bioinformatics · 2025Review
- Emerging Applications of Thiol-Based Catalysts in Hydrogen Atom Transfer Reactions: A Comprehensive Review.Molecules (Basel, Switzerland) · 2025Review
- Precision Molecular Engineering of Alternating Donor-Acceptor Cycloparaphenylenes: Multidimensional Optoelectronic Response and Chirality Modulation via Polarization-Driven Charge Transfer.Molecules (Basel, Switzerland) · 2025Article
- Photoenzymatic enantioselective synthesis of fluorinated amides with remote stereocenter.Nature communications · 2025Article
- Role of Hydrogen Transfer in Functional Molecular Materials and Devices.Precision chemistry · 2025Review
- Ground-state flavin-dependent enzymes catalyzed enantioselective radical trifluoromethylation.Nature communications · 2025Article
- Threonine Aldolase-Catalyzed Enantioselective α-Alkylation of Amino Acids through Unconventional Photoinduced Radical Initiation.Journal of the American Chemical Society · 2024Article
- Review
- From Ground-State to Excited-State Activation Modes: Flavin-Dependent "Ene"-Reductases Catalyzed Non-natural Radical Reactions.Accounts of chemical research · 2024Review
- Asymmetric Synthesis of α-Chloroamides via Photoenzymatic Hydroalkylation of Olefins.Journal of the American Chemical Society · 2024Article
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Authors and funding
5 authors.
Funding
Abstract
Strategies for achieving asymmetric catalysis with azaarenes have traditionally fallen short of accomplishing remote stereocontrol, which would greatly enhance accessibility to distinct azaarenes with remote chiral centres. The primary obstacle to achieving superior enantioselectivity for remote stereocontrol has been the inherent rigidity of the azaarene ring structure. Here we introduce an ene-reductase system capable of modulating the enantioselectivity of remote carbon-centred radicals on azaarenes through a mechanism of chiral hydrogen atom transfer. This photoenzymatic process effectively directs prochiral radical centres located more than six chemical bonds, or over 6 Å, from the nitrogen atom in azaarenes, thereby enabling the production of a broad array of azaarenes possessing a remote γ-stereocentre. Results from our integrated computational and experimental investigations underscore that the hydrogen bonding and steric effects of key amino acid residues are important for achieving such high stereoselectivities.
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37973942What OpenQuestion holds
Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.