ArticleJournal of the American Chemical Society2017
O-H Activation by an Unexpected Ferryl Intermediate during Catalysis by 2-Hydroxyethylphosphonate Dioxygenase.
Article in Journal of the American Chemical Society, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.
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Who cites it
16 citing papers in PubMed, 39 citations in OpenAlex.
- Unusual O-H Activation-Initiated C-C Bond Cleavage Reaction by a Nonheme Fe Enzyme in Antifungal Nucleoside Biosynthesis.Journal of the American Chemical Society · 2025Article
- New Frontiers in Nonheme Enzymatic Oxyferryl Species.Chembiochem : a European journal of chemical biology · 2024Review
- Dioxygenase Chemistry in Nucleophilic Aldehyde Deformylations Utilizing Dicopper OJournal of the American Chemical Society · 2024Article
- Multinuclear non-heme iron dependent oxidative enzymes (MNIOs) involved in unusual peptide modifications.Current opinion in chemical biology · 2024Review
- Unusual cysteine modifications in natural product biosynthesis.RSC chemical biology · 2024Review
- N-Cα Bond Cleavage Catalyzed by a Multinuclear Iron Oxygenase from a Divergent Methanobactin-like RiPP Gene Cluster.Journal of the American Chemical Society · 2024Article
- Structures of the holoenzyme TglHI required for 3-thiaglutamate biosynthesis.Structure (London, England : 1993) · 2023Article
- Macrocyclization and Backbone Rearrangement During RiPP Biosynthesis by a SAM-Dependent Domain-of-Unknown-Function 692.ACS central science · 2023Article
- Substrate-Specific Coupling of OACS catalysis · 2022Article
- Nuclear Resonance Vibrational Spectroscopic Definition of the Facial Triad FeJournal of the American Chemical Society · 2020Article
- Nature's Machinery, Repurposed: Expanding the Repertoire of Iron-Dependent Oxygenases.ACS catalysis · 2020Article
- C-H Bond Cleavage Is Rate-Limiting for Oxidative C-P Bond Cleavage by the Mixed Valence Diiron-Dependent Oxygenase PhnZ.Biochemistry · 2019Article
- Use of a scaffold peptide in the biosynthesis of amino acid-derived natural products.Science (New York, N.Y.) · 2019Article
- The biosynthesis of methanobactin.Science (New York, N.Y.) · 2018Article
- Structural basis for methylphosphonate biosynthesis.Science (New York, N.Y.) · 2017Article
- Theory and Application of the Relationship Between Steady-State Isotope Effects on Enzyme Intermediate Concentrations and Net Rate Constants.Methods in enzymology · 2017Article
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Authors and funding
9 authors at 2 institutions in 1 country.
Funding
Abstract
Activation of O-H bonds by inorganic metal-oxo complexes has been documented, but no cognate enzymatic process is known. Our mechanistic analysis of 2-hydroxyethylphosphonate dioxygenase (HEPD), which cleaves the C1-C2 bond of its substrate to afford hydroxymethylphosphonate on the biosynthetic pathway to the commercial herbicide phosphinothricin, uncovered an example of such an O-H-bond-cleavage event. Stopped-flow UV-visible absorption and freeze-quench Mössbauer experiments identified a transient iron(IV)-oxo (ferryl) complex. Maximal accumulation of the intermediate required both the presence of deuterium in the substrate and, importantly, the use of
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