Toward Kilogram-Scale Peroxygenase-Catalyzed Oxyfunctionalization of Cyclohexane

Thomas Hilberath; Remco Van Oosten; Juliet Victoria; Hugo Brasselet; Miguel Alcalde; John M. Woodley; Frank Hollmann

doi:10.1021/acs.oprd.3c00135

Toward Kilogram-Scale Peroxygenase-Catalyzed Oxyfunctionalization of Cyclohexane

Thomas Hilberath, Remco Van Oosten, Juliet Victoria, Hugo Brasselet, Miguel Alcalde, John M. Woodley, Frank Hollmann^*

^*Corresponding author for this work

BT/Biocatalysis

Research output: Contribution to journal › Article › Scientific › peer-review

1 Citation (Scopus)

Abstract

Mol-scale oxyfunctionalization of cyclohexane to cyclohexanol/cyclohexanone (KA-oil) using an unspecific peroxygenase is reported. Using AaeUPO from Agrocybe aegerita and simple H2O2 as an oxidant, cyclohexanol concentrations of more than 300 mM (>60% yield) at attractive productivities (157 mM h-1, approx. 15 g L-1 h-1) were achieved. Current limitations of the proposed biooxidation system have been identified paving the way for future improvements and implementation.

Original language	English
Pages (from-to)	1384-1389
Journal	Organic Process Research and Development
Volume	27
Issue number	7
DOIs	https://doi.org/10.1021/acs.oprd.3c00135
Publication status	Published - 2023

Keywords

biocatalysis
bulk chemical
cyclohexane
oxyfunctionalization
peroxygenase
upscaling

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10.1021/acs.oprd.3c00135

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title = "Toward Kilogram-Scale Peroxygenase-Catalyzed Oxyfunctionalization of Cyclohexane",

abstract = "Mol-scale oxyfunctionalization of cyclohexane to cyclohexanol/cyclohexanone (KA-oil) using an unspecific peroxygenase is reported. Using AaeUPO from Agrocybe aegerita and simple H2O2 as an oxidant, cyclohexanol concentrations of more than 300 mM (>60% yield) at attractive productivities (157 mM h-1, approx. 15 g L-1 h-1) were achieved. Current limitations of the proposed biooxidation system have been identified paving the way for future improvements and implementation. ",

keywords = "biocatalysis, bulk chemical, cyclohexane, oxyfunctionalization, peroxygenase, upscaling",

author = "Thomas Hilberath and {Van Oosten}, Remco and Juliet Victoria and Hugo Brasselet and Miguel Alcalde and Woodley, {John M.} and Frank Hollmann",

year = "2023",

doi = "10.1021/acs.oprd.3c00135",

language = "English",

volume = "27",

pages = "1384--1389",

journal = "Organic Process Research and Development",

issn = "1083-6160",

publisher = "American Chemical Society (ACS)",

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T1 - Toward Kilogram-Scale Peroxygenase-Catalyzed Oxyfunctionalization of Cyclohexane

AU - Hilberath, Thomas

AU - Van Oosten, Remco

AU - Victoria, Juliet

AU - Brasselet, Hugo

AU - Alcalde, Miguel

AU - Woodley, John M.

AU - Hollmann, Frank

PY - 2023

Y1 - 2023

N2 - Mol-scale oxyfunctionalization of cyclohexane to cyclohexanol/cyclohexanone (KA-oil) using an unspecific peroxygenase is reported. Using AaeUPO from Agrocybe aegerita and simple H2O2 as an oxidant, cyclohexanol concentrations of more than 300 mM (>60% yield) at attractive productivities (157 mM h-1, approx. 15 g L-1 h-1) were achieved. Current limitations of the proposed biooxidation system have been identified paving the way for future improvements and implementation.

AB - Mol-scale oxyfunctionalization of cyclohexane to cyclohexanol/cyclohexanone (KA-oil) using an unspecific peroxygenase is reported. Using AaeUPO from Agrocybe aegerita and simple H2O2 as an oxidant, cyclohexanol concentrations of more than 300 mM (>60% yield) at attractive productivities (157 mM h-1, approx. 15 g L-1 h-1) were achieved. Current limitations of the proposed biooxidation system have been identified paving the way for future improvements and implementation.

KW - biocatalysis

KW - bulk chemical

KW - cyclohexane

KW - oxyfunctionalization

KW - peroxygenase

KW - upscaling

UR - http://www.scopus.com/inward/record.url?scp=85163489019&partnerID=8YFLogxK

U2 - 10.1021/acs.oprd.3c00135

DO - 10.1021/acs.oprd.3c00135

M3 - Article

AN - SCOPUS:85163489019

SN - 1083-6160

VL - 27

SP - 1384

EP - 1389

JO - Organic Process Research and Development

JF - Organic Process Research and Development

IS - 7

ER -

Toward Kilogram-Scale Peroxygenase-Catalyzed Oxyfunctionalization of Cyclohexane

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Keywords

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