Characterization of O 2 uncoupling in biodegradation reactions of nitroaromatic contaminants catalyzed by rieske oxygenases.

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  • Additional Information
    • Source:
      Publisher: Academic Press Country of Publication: United States NLM ID: 0212271 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1557-7988 (Electronic) Linking ISSN: 00766879 NLM ISO Abbreviation: Methods Enzymol Subsets: MEDLINE
    • Publication Information:
      Original Publication: New York, Academic Press.
    • Subject Terms:
      Oxygen*/metabolism ; Biodegradation, Environmental* ; Oxygenases*/metabolism ; Oxygenases*/chemistry; Nitrobenzenes/metabolism ; Nitrobenzenes/chemistry ; Reactive Oxygen Species/metabolism ; Toluene/metabolism ; Toluene/analogs & derivatives ; Toluene/chemistry ; Kinetics ; Oxidation-Reduction ; Dioxygenases/metabolism ; Dioxygenases/chemistry ; Environmental Pollutants/metabolism
    • Abstract:
      Rieske oxygenases are known as catalysts that enable the cleavage of aromatic and aliphatic C-H bonds in structurally diverse biomolecules and recalcitrant organic environmental pollutants through substrate oxygenations and oxidative heteroatom dealkylations. Yet, the unproductive O 2 activation, which is concomitant with the release of reactive oxygen species (ROS), is typically not taken into account when characterizing Rieske oxygenase function. Even if considered an undesired side reaction, this O 2 uncoupling allows for studying active site perturbations, enzyme mechanisms, and how enzymes evolve as environmental microorganisms adapt their substrates to alternative carbon and energy sources. Here, we report on complementary methods for quantifying O 2 uncoupling based on mass balance or kinetic approaches that relate successful oxygenations to total O 2 activation and ROS formation. These approaches are exemplified with data for two nitroarene dioxygenases (nitrobenzene and 2-nitrotoluene dioxygenase) which have been shown to mono- and dioxygenate substituted nitroaromatic compounds to substituted nitrobenzylalcohols and catechols, respectively.
      Competing Interests: Competing interests The authors declare no competing interests.
      (Copyright © 2024. Published by Elsevier Inc.)
    • Contributed Indexing:
      Keywords: Biocatalysis; Biodegradation; Nitroarenedioxygenases; Nitroaromatic compounds; Non-heme ferrous iron oxygenases; O(2) uncoupling; Rieske oxygenases
    • Accession Number:
      S88TT14065 (Oxygen)
      EC 1.13.- (Oxygenases)
      0 (Nitrobenzenes)
      0 (Reactive Oxygen Species)
      E57JCN6SSY (nitrobenzene)
      3FPU23BG52 (Toluene)
      6Q9N88YIAY (2-nitrotoluene)
      EC 1.13.11.- (Dioxygenases)
      0 (Environmental Pollutants)
    • Publication Date:
      Date Created: 20240911 Date Completed: 20240911 Latest Revision: 20240911
    • Publication Date:
      20240912
    • Accession Number:
      10.1016/bs.mie.2024.05.010
    • Accession Number:
      39261002