ArticleBiochemistry2017
The Enigmatic P450 Decarboxylase OleT Is Capable of, but Evolved To Frustrate, Oxygen Rebound Chemistry.
Article in Biochemistry, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 28 papers.
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Who cites it
28 citing papers in PubMed, 77 citations in OpenAlex.
- Anthracaurisin A─Discovery of a CytotoxicJournal of natural products · 2026Article
- Regulation of ferryl reactivity by the cytochrome P450 decarboxylase OleT.Journal of inorganic biochemistry · 2025Article
- Coordinated conformational changes in P450 decarboxylases enable hydrocarbons production from renewable feedstocks.Nature communications · 2025Article
- A chimeric membrane enzyme and an engineered whole-cell biocatalyst for efficient 1-alkene production.Science advances · 2024Article
- Discovery and Characterization of Pyridoxal 5'-Phosphate-Dependent Cycloleucine Synthases.Journal of the American Chemical Society · 2024Article
- Functional Model of Compound II of Cytochrome P450: Spectroscopic Characterization and Reactivity Studies of a FeJACS Au · 2024Article
- Structure and Function of Alkane Monooxygenase (AlkB).Accounts of chemical research · 2023Review
- Dimer-assisted mechanism of (un)saturated fatty acid decarboxylation for alkene production.Proceedings of the National Academy of Sciences of the United States of America · 2023Article
- Periodic TableTalks: An Oasis of Science within a Conference Desert.Inorganic chemistry · 2022Article
- Spectroscopic studies of the interaction between phosphorus heterocycles and cytochrome P450.Journal of pharmaceutical analysis · 2021Article
- Halogen Transfer to Carbon Radicals by High-Valent Iron Chloride and Iron Fluoride Corroles.Inorganic chemistry · 2021Article
- Investigation of the prevalence and catalytic activity of rubredoxin-fused alkane monooxygenases (AlkBs).Journal of inorganic biochemistry · 2021Article
- A Photoclick-Based High-Throughput Screening for the Directed Evolution of Decarboxylase OleT.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Ru(II)-diimine complexes and cytochrome P450 working hand-in-hand.Journal of inorganic biochemistry · 2020Review
- Production of Propene from n-Butanol: A Three-Step Cascade Utilizing the Cytochrome P450 Fatty Acid Decarboxylase OleTChembiochem : a European journal of chemical biology · 2020Article
- Hydroxyl Transfer to Carbon Radicals by Mn(OH) vs Fe(OH) Corrole Complexes.Inorganic chemistry · 2020Article
- Hydrogen Atom Abstraction by High-Valent Fe(OH) versus Mn(OH) Porphyrinoid Complexes: Mechanistic Insights from Experimental and Computational Studies.Inorganic chemistry · 2019Article
- Mechanistic Investigation of Oxygen Rebound in a Mononuclear Nonheme Iron Complex.Inorganic chemistry · 2019Article
- Reduction Potentials of P450 Compounds I and II: Insight into the Thermodynamics of C-H Bond Activation.Journal of the American Chemical Society · 2019Article
- Mechanistic Studies of Fatty Acid Activation by CYP152 Peroxygenases Reveal Unexpected Desaturase Activity.ACS catalysis · 2019Article
Corrections and comments
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Authors and funding
8 authors at 3 institutions in 1 country.
Funding
Abstract
OleT is a cytochrome P450 enzyme that catalyzes the removal of carbon dioxide from variable chain length fatty acids to form 1-alkenes. In this work, we examine the binding and metabolic profile of OleT with shorter chain length (n ≤ 12) fatty acids that can form liquid transportation fuels. Transient kinetics and product analyses confirm that OleT capably activates hydrogen peroxide with shorter substrates to form the high-valent intermediate Compound I and largely performs C-C bond scission. However, the enzyme also produces fatty alcohol side products using the high-valent iron oxo chemistry commonly associated with insertion of oxygen into hydrocarbons. When presented with a short chain fatty acid that can initiate the formation of Compound I, OleT oxidizes the diagnostic probe molecules norcarane and methylcyclopropane in a manner that is reminiscent of reactions of many CYP hydroxylases with radical clock substrates. These data are consistent with a decarboxylation mechanism in which Compound I abstracts a substrate hydrogen atom in the initial step. Positioning of the incipient substrate radical is a crucial element in controlling the efficiency of activated OH rebound.
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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.