open access publication

Article, 2023

Hybrid catalysis for enantioselective Baeyer–Villiger oxidation and stereoselective epoxidation: a Cp*Ir complex to fuel FMN and FAD reduction for flavoprotein monooxygenase modules

Reaction Chemistry & Engineering, ISSN 2058-9883, Volume 8, 12, Pages 3117-3123, 10.1039/d3re00411b

Contributors

Röllig, Robert [1] Paul, Caroline Emilie 0000-0002-7889-9920 [2] Rousselot-Pailley, Pierre 0000-0002-7658-9056 [1] Kara, Selin 0000-0001-6754-2814 [3] [4] Alphand, Véronique 0000-0001-6855-7292 [1]

Affiliations

  1. [1] Centrale Marseille
  2. [NORA names: France; Europe, EU; OECD];
  3. [2] Delft University of Technology
  4. [NORA names: Netherlands; Europe, EU; OECD];
  5. [3] Aarhus University
  6. [NORA names: AU Aarhus University; University; Denmark; Europe, EU; Nordic; OECD];
  7. [4] Leibniz University Hannover
  8. [NORA names: Germany; Europe, EU; OECD]

Abstract

Taking advantage of the standalone capacity of the two-component flavoenzyme oxygenation module, we extended the scope of the pH and oxygen robust iridium complex, Cp*Ir(bpy-OMe)H + to drive enzymatic reactions from a low-cost hydride source. Taking advantage of the unique properties of two-component flavo-monooxygenases and the ability of [Cp*Ir(bpy-OMe)H] + to transfer hydrides to reduce flavins, we extended the scope of the pH- and oxygen–robust iridium( iii )-complex to drive the enzymatic reaction of a FMN-dependent Baeyer–Villiger monooxygenase and a FAD-dependent styrene monooxygenase (respectively FPMO Group C and E), using formic acid as H-donor for NADH recycling.

Keywords

Baeyer-Villiger monooxygenases, Baeyer-Villiger oxidation, Cp*Ir, Cp*Ir complexes, FAD, FAD reduction, FMN, H-donor, NADH, NADH recycling, ability, acid, capacity, catalysis, complex, enantioselective Baeyer-Villiger oxidations, enzymatic reactions, epoxide, flavin, flavoprotein, formic acid, hybrid, hybrid catalysis, hydride, hydride source, iridium, iridium complexes, modulation, monooxygenase, oxidation, oxygen, oxygen modulation, pH, reaction, recycling, reduced flavin, reduction, source, stereoselective epoxidation, styrene monooxygenase, unique properties

Funders

  • European Commission

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