P450BM3-Catalyzed Oxidations Employing Dual Functional Small Molecules

A set of dual functional small molecules (DFSMs) containing different amino acids has been synthesized and employed together with three different variants of the cytochrome P450 monooxygenase P450BM3 from <i>Bacillus megaterium</i> in H<sub>2</sub>O<sub>2</sub>-de...

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Main Authors: Sébastien J.-P. Willot, Florian Tieves, Marco Girhard, Vlada B. Urlacher, Frank Hollmann, Gonzalo de Gonzalo
Format: Article
Language:English
Published: MDPI AG 2019-06-01
Series:Catalysts
Subjects:
Online Access:https://www.mdpi.com/2073-4344/9/7/567
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spelling doaj-26bd75e7cbb14b88b4d42641cf4a5eb32020-11-25T00:47:47ZengMDPI AGCatalysts2073-43442019-06-019756710.3390/catal9070567catal9070567P450BM3-Catalyzed Oxidations Employing Dual Functional Small MoleculesSébastien J.-P. Willot0Florian Tieves1Marco Girhard2Vlada B. Urlacher3Frank Hollmann4Gonzalo de Gonzalo5Department of Biotechnology, Delft University of Technology, Van der Maasweg 9, 2629HZ Delft, The NetherlandsDepartment of Biotechnology, Delft University of Technology, Van der Maasweg 9, 2629HZ Delft, The NetherlandsInstitute of Biochemistry, Heinrich-Heine University Düsseldorf, Universitätsstraße 1, 40225 Düsseldorf, GermanyInstitute of Biochemistry, Heinrich-Heine University Düsseldorf, Universitätsstraße 1, 40225 Düsseldorf, GermanyDepartment of Biotechnology, Delft University of Technology, Van der Maasweg 9, 2629HZ Delft, The NetherlandsDepartamento de Química Orgánica, Universidad de Sevilla, c/ Profesor García González 1, 41012 Sevilla, SpainA set of dual functional small molecules (DFSMs) containing different amino acids has been synthesized and employed together with three different variants of the cytochrome P450 monooxygenase P450BM3 from <i>Bacillus megaterium</i> in H<sub>2</sub>O<sub>2</sub>-dependent oxidation reactions. These DFSMs enhance P450BM3 activity with hydrogen peroxide as an oxidant, converting these enzymes into formal peroxygenases. This system has been employed for the catalytic epoxidation of styrene and in the sulfoxidation of thioanisole. Various P450BM3 variants have been evaluated in terms of activity and selectivity of the peroxygenase reactions.https://www.mdpi.com/2073-4344/9/7/567biocatalysiscytochrome P450dual functional small moleculesepoxidationssulfoxidation
collection DOAJ
language English
format Article
sources DOAJ
author Sébastien J.-P. Willot
Florian Tieves
Marco Girhard
Vlada B. Urlacher
Frank Hollmann
Gonzalo de Gonzalo
spellingShingle Sébastien J.-P. Willot
Florian Tieves
Marco Girhard
Vlada B. Urlacher
Frank Hollmann
Gonzalo de Gonzalo
P450BM3-Catalyzed Oxidations Employing Dual Functional Small Molecules
Catalysts
biocatalysis
cytochrome P450
dual functional small molecules
epoxidations
sulfoxidation
author_facet Sébastien J.-P. Willot
Florian Tieves
Marco Girhard
Vlada B. Urlacher
Frank Hollmann
Gonzalo de Gonzalo
author_sort Sébastien J.-P. Willot
title P450BM3-Catalyzed Oxidations Employing Dual Functional Small Molecules
title_short P450BM3-Catalyzed Oxidations Employing Dual Functional Small Molecules
title_full P450BM3-Catalyzed Oxidations Employing Dual Functional Small Molecules
title_fullStr P450BM3-Catalyzed Oxidations Employing Dual Functional Small Molecules
title_full_unstemmed P450BM3-Catalyzed Oxidations Employing Dual Functional Small Molecules
title_sort p450bm3-catalyzed oxidations employing dual functional small molecules
publisher MDPI AG
series Catalysts
issn 2073-4344
publishDate 2019-06-01
description A set of dual functional small molecules (DFSMs) containing different amino acids has been synthesized and employed together with three different variants of the cytochrome P450 monooxygenase P450BM3 from <i>Bacillus megaterium</i> in H<sub>2</sub>O<sub>2</sub>-dependent oxidation reactions. These DFSMs enhance P450BM3 activity with hydrogen peroxide as an oxidant, converting these enzymes into formal peroxygenases. This system has been employed for the catalytic epoxidation of styrene and in the sulfoxidation of thioanisole. Various P450BM3 variants have been evaluated in terms of activity and selectivity of the peroxygenase reactions.
topic biocatalysis
cytochrome P450
dual functional small molecules
epoxidations
sulfoxidation
url https://www.mdpi.com/2073-4344/9/7/567
work_keys_str_mv AT sebastienjpwillot p450bm3catalyzedoxidationsemployingdualfunctionalsmallmolecules
AT floriantieves p450bm3catalyzedoxidationsemployingdualfunctionalsmallmolecules
AT marcogirhard p450bm3catalyzedoxidationsemployingdualfunctionalsmallmolecules
AT vladaburlacher p450bm3catalyzedoxidationsemployingdualfunctionalsmallmolecules
AT frankhollmann p450bm3catalyzedoxidationsemployingdualfunctionalsmallmolecules
AT gonzalodegonzalo p450bm3catalyzedoxidationsemployingdualfunctionalsmallmolecules
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