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8. Scanning aldoxime dehydratase sequence space and characterization of a new aldoxime dehydratase from Fusarium vanettenii

Author

Křístková, Barbora, primary, Rädisch, Robert, additional, Kulik, Natalia, additional, Horvat, Melissa, additional, Rucká, Lenka, additional, Grulich, Michal, additional, Rudroff, Florian, additional, Kádek, Alan, additional, Pátek, Miroslav, additional, Winkler, Margit, additional, and Martínková, Ludmila, additional

Published
2022
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9. Organic Acid to Nitrile: A Chemoenzymatic Three‐Step Route.

Author

Winkler, Margit, Horvat, Melissa, Schiefer, Astrid, Weilch, Victoria, Rudroff, Florian, Pátek, Miroslav, and Martínková, Ludmila

Subjects
*ALCOHOL dehydrogenase, *CARBOXYLIC acids, *ORGANIC acids, *HEAVY metals, *CD19 antigen, *CYANIDES, *ENZYMES
Abstract

Various widely applied compounds contain cyano‐groups, and this functional group serves as a chemical handle for a whole range of different reactions. We report a cyanide free chemoenzymatic cascade for nitrile synthesis. The reaction pathway starts with a reduction of carboxylic acid to aldehyde by carboxylate reductase enzymes (CARs) applied as living cell biocatalysts. The second – chemical – step includes in situ oxime formation with hydroxylamine. The final direct step from oxime to nitrile is catalyzed by aldoxime dehydratases (Oxds). With compatible combinations of a CAR and an Oxd, applied in one‐pot two‐step reactions, several aliphatic and aryl‐aliphatic target nitriles were obtained in more than 80% conversion. Phenylacetonitrile, for example, was prepared in 78% isolated yield. This chemoenzymatic route does not require cyanide salts, toxic metals, or undesired oxidants in contrast to entirely chemical procedures. [ABSTRACT FROM AUTHOR]

Published
2023
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10. Chemoenzymatic one-pot reaction from carboxylic acid to nitrile via oxime

Author

Horvat, Melissa, primary, Weilch, Victoria, additional, Rädisch, Robert, additional, Hecko, Sebastian, additional, Schiefer, Astrid, additional, Rudroff, Florian, additional, Wilding, Birgit, additional, Klempier, Norbert, additional, Pátek, Miroslav, additional, Martínková, Ludmila, additional, and Winkler, Margit, additional

Published
2022
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15. Chemoenzymatic one-pot reaction from carboxylic acid to nitrile viaoximeElectronic supplementary information (ESI) available. See DOI: 10.1039/d1cy01694f

Author

Horvat, Melissa, Weilch, Victoria, Rädisch, Robert, Hecko, Sebastian, Schiefer, Astrid, Rudroff, Florian, Wilding, Birgit, Klempier, Norbert, Pátek, Miroslav, Martínková, Ludmila, and Winkler, Margit

Abstract

We report a new chemoenzymatic cascade starting with aldehyde synthesis by carboxylic acid reductase (CAR) followed by chemical in situoxime formation. The final step to the nitrile is catalyzed by aldoxime dehydratase (Oxd). Full conversions of phenylacetic acid and hexanoic acid were achieved in a two-phase mode.

Published
2022
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17. Recombinant expression, purification and biochemical characterization of kievitone hydratase from Nectria haematococca

Author

Engleder, Matthias, primary, Horvat, Melissa, additional, Emmerstorfer-Augustin, Anita, additional, Wriessnegger, Tamara, additional, Gabriel, Stefanie, additional, Strohmeier, Gernot, additional, Weber, Hansjörg, additional, Müller, Monika, additional, Kaluzna, Iwona, additional, Mink, Daniel, additional, Schürmann, Martin, additional, and Pichler, Harald, additional

Published
2018
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20. Chemoenzymatic one-pot reaction from carboxylic acid to nitrile via oxime.

Author

Horvat M, Weilch V, Rädisch R, Hecko S, Schiefer A, Rudroff F, Wilding B, Klempier N, Pátek M, Martínková L, and Winkler M

Abstract

We report a new chemoenzymatic cascade starting with aldehyde synthesis by carboxylic acid reductase (CAR) followed by chemical in situ oxime formation. The final step to the nitrile is catalyzed by aldoxime dehydratase (Oxd). Full conversions of phenylacetic acid and hexanoic acid were achieved in a two-phase mode., Competing Interests: There are no conflicts to declare., (This journal is © The Royal Society of Chemistry.)

Published
2021
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