Grogan, Gideon James orcid.org/0000-0003-1383-7056, Romero, Elvira, Johansson, Magnus et al. (2 more authors) (2022) Oxalate Oxidase for In Situ H2O2-generation in Unspecific Peroxygenase-Catalysed Drug Oxyfunctionalisations. Angewandte Chemie International Edition. e202207831. ISSN 1433-7851
Abstract
H2O2-driven enzymes are of great interest for industrial biotransformations. Herein, we show for the first time that oxalate oxidase (OXO) is an efficient in situ source of H2O2 for one of these biocatalysts, which is known as unspecific peroxygenase (UPO). OXO is reasonably robust, produces only CO2 as a by-product and uses oxalate as a cheap sacrificial electron donor. UPO has significant potential as an industrial catalyst for selective C-H oxyfunctionalisations, as we confirm herein by testing a diverse drug panel using miniaturised high-throughput assays and mass spectrometry. 33 out of 64 drugs were converted in 5 μL-scale reactions by the UPO with OXO (conversion >70% for 11 drugs). Furthermore, oxidation of the drug tolmetin was achieved on a 50 mg scale (TONUPO 25,664) with 84% yield, which was further improved via enzyme immobilization. This one-pot approach ensures adequate H2O2 levels, enabling rapid access to industrially relevant molecules that are difficult to obtain by other routes.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Copyright, Publisher and Additional Information: | This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details. |
Dates: |
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Institution: | The University of York |
Academic Units: | The University of York > Faculty of Sciences (York) > Chemistry (York) |
Depositing User: | Pure (York) |
Date Deposited: | 08 Aug 2022 14:30 |
Last Modified: | 08 Feb 2025 00:46 |
Published Version: | https://doi.org/10.1002/anie.202207831 |
Status: | Published online |
Refereed: | Yes |
Identification Number: | 10.1002/anie.202207831 |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:189826 |