Sulfoxidation reactions catalysed by the Baeyer-Villiger monooxygenase OTEMO from Pseudomonas putida ATCC 17453
The Baeyer-Villiger monooxygenase OTEMO from Pseudomonas putida ATCC 17453 has been employed as biocatalyst in the asymmetric synthesis of a set of optically active sulfoxides. Several alkyl aryl sulfides are oxidised by this biocatalyst leading to the (S)-sulfoxides. Especially for those substrates...
| Autores: | , , |
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| Tipo de recurso: | artículo |
| Estado: | Versión aceptada para publicación |
| Fecha de publicación: | 2022 |
| País: | España |
| Institución: | Universidad de Sevilla (US) |
| Repositorio: | idUS. Depósito de Investigación de la Universidad de Sevilla |
| OAI Identifier: | oai:dnet:idus________::66dd6028e5b5654d65b10fa37f79f7b3 |
| Acceso en línea: | https://hdl.handle.net/11441/185524 https://doi.org/10.1080/10242422.2022.2113519 |
| Access Level: | acceso abierto |
| Palabra clave: | Biocatalysis Baeyer-Villiger monooxygenases Sulfoxidations Kinetic resolution |
| Sumario: | The Baeyer-Villiger monooxygenase OTEMO from Pseudomonas putida ATCC 17453 has been employed as biocatalyst in the asymmetric synthesis of a set of optically active sulfoxides. Several alkyl aryl sulfides are oxidised by this biocatalyst leading to the (S)-sulfoxides. Especially for those substrates containing electron-donating groups in the aromatic ring or in the alkyl moiety, good to high enantiopurities can be obtained. OTEMO is also able to perform the kinetic resolution of racemic sulfoxides, but with low enantioselectivities. Finally, parameters that can affect its biocatalytic properties, such as pH, temperature, organic cosolvents and substrate concentration, have been tested to get a better insight into the biocatalytic potential of this hitherto poorly explored oxidative biocatalyst. |
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