ArticleJournal of the American Chemical Society2023
Enzymatic Halogenation of Terminal Alkynes.
Article in Journal of the American Chemical Society, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.
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Who cites it
15 citing papers in PubMed, 32 citations in OpenAlex.
- Article
- Computational pipeline reveals nature's untapped reservoir of halogenating enzymes.bioRxiv : the preprint server for biology · 2026Article
- Precision Molecular Editing: Predicting Substrate Scope and Regiochemistry for CHEESY1, a Flavin Dependent Halogenase.ACS catalysis · 2025Article
- Metagenomic Identification of Brominated Indole Biosynthetic Machinery from Cyanobacteria.Journal of natural products · 2025Article
- Halogenase-Assisted Biocatalytic Derivatization of Aminothiazoles and Cephalosporin Antibiotics.The Journal of organic chemistry · 2025Article
- Single-Enzyme Conversion of Tryptophan to Skatole and Cyanide Expands the Mechanistic Competence of Diiron Oxidases.Journal of the American Chemical Society · 2025Article
- Crystallographic and Thermodynamic Evidence of Negative Coupling in the Flavin-Dependent Tryptophan Halogenases AbeH and BorH.ACS omega · 2025Article
- Transformation-Guided Genome Mining Provides Access to Brominated Lanthipeptides.Organic letters · 2025Article
- Unlocking the catalytic precision of ligand-controlled enzymatic halogenation.Proceedings of the National Academy of Sciences of the United States of America · 2025Article
- Genome mining for the discovery of peptide halogenases and their biochemical characterization.Methods in enzymology · 2025Article
- Catalyzing the future: recent advances in chemical synthesis using enzymes.Current opinion in chemical biology · 2024Review
- Identifying and Engineering Flavin Dependent Halogenases for Selective Biocatalysis.Accounts of chemical research · 2024Article
- Leptochelins A-C, Cytotoxic Metallophores Produced by Geographically DispersedJournal of the American Chemical Society · 2024Article
- Discovery of Latent Cannabichromene Cyclase Activity in Marine Bacterial Flavoenzymes.ACS synthetic biology · 2024Article
- Selective C-H Halogenation of Alkenes and Alkynes Using Flavin-Dependent Halogenases.Angewandte Chemie (International ed. in English) · 2024Article
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Authors and funding
6 authors at 1 institution in 1 country.
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Abstract
The biosynthetic installation of halogen atoms is largely performed by oxidative halogenases that target a wide array of electron-rich substrates, including aromatic compounds and conjugated systems. Halogenated alkyne-containing molecules are known to occur in Nature; however, halogen atom installation on the terminus of an alkyne has not been demonstrated in enzyme catalysis. Herein, we report the discovery and characterization of an alkynyl halogenase in natural product biosynthesis. We show that the flavin-dependent halogenase from the jamaicamide biosynthetic pathway, JamD, is not only capable of terminal alkyne halogenation on a late-stage intermediate en route to the final natural product but also has broad substrate tolerance for simple to complex alkynes. Furthermore, JamD is specific for terminal alkynes over other electron-rich aromatic substrates and belongs to a newly identified family of halogenases from marine cyanobacteria, indicating its potential as a chemoselective biocatalyst for the formation of haloalkynes.
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