A chemo-enzymatic oxidation cascade to activate C-H bonds with in situ generated H2O2

Simon J. Freakley; Svenja Kochius; Jacqueline van Marwijk; Caryn Fenner; Richard J. Lewis; Kai Baldenius; Sarel S. Marais; Diederik J. Opperman; Susan T.L. Harrison; Miguel Alcalde; Martha S. Smit; Graham J. Hutchings

doi:10.1038/s41467-019-12120-w

A chemo-enzymatic oxidation cascade to activate C-H bonds with in situ generated H₂O₂

Simon J. Freakley, Svenja Kochius, Jacqueline van Marwijk, Caryn Fenner, Richard J. Lewis, Kai Baldenius, Sarel S. Marais, Diederik J. Opperman, Susan T.L. Harrison, Miguel Alcalde, Martha S. Smit, Graham J. Hutchings

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Abstract

Continuous low-level supply or in situ generation of hydrogen peroxide (H2O2) is essential for the stability of unspecific peroxygenases, which are deemed ideal biocatalysts for the selective activation of C-H bonds. To envisage potential large scale applications of combined catalytic systems the reactions need to be simple, efficient and produce minimal by-products. We show that gold-palladium nanoparticles supported on TiO2 or carbon have sufficient activity at ambient temperature and pressure to generate H2O2 from H2 and O2 and supply the oxidant to the engineered unspecific heme-thiolate peroxygenase PaDa-I. This tandem catalyst combination facilitates efficient oxidation of a range of C-H bonds to hydroxylated products in one reaction vessel with only water as a by-product under conditions that could be easily scaled.

Original language	English
Article number	4178
Pages (from-to)	1-8
Number of pages	8
Journal	Nature Communications
Volume	10
Issue number	1
DOIs	https://doi.org/10.1038/s41467-019-12120-w
Publication status	Published - 13 Sept 2019

ASJC Scopus subject areas

General Chemistry
General Biochemistry,Genetics and Molecular Biology
General Physics and Astronomy

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Freakley, S. J., Kochius, S., van Marwijk, J., Fenner, C., Lewis, R. J., Baldenius, K., Marais, S. S., Opperman, D. J., Harrison, S. T. L., Alcalde, M., Smit, M. S., & Hutchings, G. J. (2019). A chemo-enzymatic oxidation cascade to activate C-H bonds with in situ generated H₂O₂. Nature Communications, 10(1), 1-8. Article 4178. https://doi.org/10.1038/s41467-019-12120-w

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abstract = "Continuous low-level supply or in situ generation of hydrogen peroxide (H2O2) is essential for the stability of unspecific peroxygenases, which are deemed ideal biocatalysts for the selective activation of C-H bonds. To envisage potential large scale applications of combined catalytic systems the reactions need to be simple, efficient and produce minimal by-products. We show that gold-palladium nanoparticles supported on TiO2 or carbon have sufficient activity at ambient temperature and pressure to generate H2O2 from H2 and O2 and supply the oxidant to the engineered unspecific heme-thiolate peroxygenase PaDa-I. This tandem catalyst combination facilitates efficient oxidation of a range of C-H bonds to hydroxylated products in one reaction vessel with only water as a by-product under conditions that could be easily scaled.",

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AU - Fenner, Caryn

AU - Lewis, Richard J.

AU - Baldenius, Kai

AU - Marais, Sarel S.

AU - Opperman, Diederik J.

AU - Harrison, Susan T.L.

AU - Alcalde, Miguel

AU - Smit, Martha S.

AU - Hutchings, Graham J.

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AB - Continuous low-level supply or in situ generation of hydrogen peroxide (H2O2) is essential for the stability of unspecific peroxygenases, which are deemed ideal biocatalysts for the selective activation of C-H bonds. To envisage potential large scale applications of combined catalytic systems the reactions need to be simple, efficient and produce minimal by-products. We show that gold-palladium nanoparticles supported on TiO2 or carbon have sufficient activity at ambient temperature and pressure to generate H2O2 from H2 and O2 and supply the oxidant to the engineered unspecific heme-thiolate peroxygenase PaDa-I. This tandem catalyst combination facilitates efficient oxidation of a range of C-H bonds to hydroxylated products in one reaction vessel with only water as a by-product under conditions that could be easily scaled.

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A chemo-enzymatic oxidation cascade to activate C-H bonds with in situ generated H₂O₂

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