Epoxide hydrolase

The epoxide hydrolase StEH1 (from potato) has shown to be a highly suitable enzyme catalyst. The enzyme is stereospecific, easy to produce, structurally sturdy after mutagenesis and valuable structure/function data have been gathered. We are studying this enzyme, and in vitro evolved variants thereof, by a combination of structural, functional and computational methods.

Our research on StEH1 aims to...

establish structure/function relationships of enzyme-catalyzed epoxide ring opening reactions with special interest in stereoselectivity.
isolate new specific biocatalysts with desired functional and physicochemical properties.

Epoxide Hydrolysis as a Model System for Understanding Flux Through a Branched Reaction Scheme

Janfalk Carlsson, Åsa; Bauer, Paul; Dobritzsch, Doreen; Kamerlin, Shina C Lynn et al.

Part of IUCrJ, p. 269-282, 2018.

DOI for Epoxide Hydrolysis as a Model System for Understanding Flux Through a Branched Reaction Scheme Download full text (pdf) of Epoxide Hydrolysis as a Model System for Understanding Flux Through a Branched Reaction Scheme

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Conformational Diversity and Enantioconvergence in Potato Epoxide Hydrolase 1

Bauer, Paul; Janfalk Carlsson, Åsa; Amrein, Beat A.; Dobritzsch, Doreen et al.

Part of Organic and biomolecular chemistry, p. 5639-5651, 2016.

DOI for Conformational Diversity and Enantioconvergence in Potato Epoxide Hydrolase 1 Download full text (pdf) of Conformational Diversity and Enantioconvergence in Potato Epoxide Hydrolase 1

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Laboratory evolved enzymes provide snapshots of the development of enantioconvergence in enzyme-catalyzed epoxide hydrolysis

Janfalk Carlsson, Åsa; Bauer, Paul; Dobritzsch, Doreeen; Nilsson, Mikael et al.

Part of ChemBioChem (Print), p. 1693-1697, 2016.

DOI for Laboratory evolved enzymes provide snapshots of the development of enantioconvergence in enzyme-catalyzed epoxide hydrolysis Download full text (pdf) of Laboratory evolved enzymes provide snapshots of the development of enantioconvergence in enzyme-catalyzed epoxide hydrolysis

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Expanding the catalytic triad in epoxide hydrolases and related enzymes

Amrein, Beat A.; Bauer, Paul; Duarte, Fernanda; Janfalk Carlsson, Åsa et al.

Part of ACS Catalysis, p. 5702-5713, 2015.

DOI for Expanding the catalytic triad in epoxide hydrolases and related enzymes Download full text (pdf) of Expanding the catalytic triad in epoxide hydrolases and related enzymes

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Obtaining optical purity for product diols in enzyme-catalyzed epoxide hydrolysis: contributions from changes in both enantio- and regioselectivity

Janfalk Carlsson, Åsa; Bauer, Paul; Ma, Huan; Widersten, Mikael

Part of Biochemistry, p. 7627-7637, 2012.

DOI for Obtaining optical purity for product diols in enzyme-catalyzed epoxide hydrolysis: contributions from changes in both enantio- and regioselectivity
One-step enzyme extraction and immobilization for biocatalysis applications

Cassimjee, Karim Engelmark; Kourist, Robert; Lindberg, Diana; Wittrup Larsen, Marianne et al.

Part of Biotechnology Journal, p. 463-469, 2011.

DOI for One-step enzyme extraction and immobilization for biocatalysis applications
Deep eutectic solvents (DESs) are viable cosolvents for enzyme-catalyzed epoxide hydrolysis

Lindberg, Diana; de la Fuente Revenga, Mario; Widersten, Mikael

Part of Journal of Biotechnology, p. 169-171, 2010.

DOI for Deep eutectic solvents (DESs) are viable cosolvents for enzyme-catalyzed epoxide hydrolysis
Modification of substrate specificity resulted in an epoxide hydrolase with shifted enantiopreference for (2,3-epoxypropyl)benzene

Gurell, Ann; Widersten, Mikael

Part of ChemBioChem (Print), p. 1422-1429, 2010.

DOI for Modification of substrate specificity resulted in an epoxide hydrolase with shifted enantiopreference for (2,3-epoxypropyl)benzene
Mutations in salt-bridging residues at the interface of the core and lid domains of epoxide hydrolase StEH1 affect regioselectivity, protein stability and hysteresis

Lindberg, Diana; Ahmad, Shabbir; Widersten, Mikael

Part of Archives of Biochemistry and Biophysics, p. 165-173, 2010.

DOI for Mutations in salt-bridging residues at the interface of the core and lid domains of epoxide hydrolase StEH1 affect regioselectivity, protein stability and hysteresis
Structure-function relationships of epoxide hydrolases and their potential use in biocatalysis

Widersten, Mikael; Gurell, Ann; Lindberg, Diana

Part of Biochimica et Biophysica Acta, p. 316-326, 2010.

DOI for Structure-function relationships of epoxide hydrolases and their potential use in biocatalysis
Temperature and pH dependence of enzyme catalyzed hydrolysis of trans-methylstyrene oxide: a unifying kinetic model for observed hysteresis, cooperativity and regioselectivity

Lindberg, Diana; de la Fuente Revenga, Mario; Widersten, Mikael

Part of Biochemistry, p. 2297-2304, 2010.

DOI for Temperature and pH dependence of enzyme catalyzed hydrolysis of trans-methylstyrene oxide: a unifying kinetic model for observed hysteresis, cooperativity and regioselectivity
Removal of distal protein-water hydrogen bonds in a plant epoxide hydrolase increases catalytic turnover but decreases thermostability

Thomaeus, Ann; Naworyta, Agata; Mowbray, Sherry L.; Widersten, Mikael

Part of Protein Science, p. 1275-1284, 2008.

DOI for Removal of distal protein-water hydrogen bonds in a plant epoxide hydrolase increases catalytic turnover but decreases thermostability Download full text (pdf) of Removal of distal protein-water hydrogen bonds in a plant epoxide hydrolase increases catalytic turnover but decreases thermostability

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Substrate-dependent hysteretic behavior in StEH1-catalyzed hydrolysis of styrene oxide derivatives

Lindberg, Diana; Gogoll, Adolf; Widersten, Mikael

Part of The FEBS Journal, p. 6309-6320, 2008.

DOI for Substrate-dependent hysteretic behavior in StEH1-catalyzed hydrolysis of styrene oxide derivatives
Active site of epoxide hydrolases revisited: A noncanonical residue in potato StEH1 promotes both formation and breakdown of the alkylenzyme intermediate

Thomaeus, Ann; Carlsson, Jens; Åqvist, Johan; Widersten, Mikael

Part of Biochemistry, p. 2466-2479, 2007.

DOI for Active site of epoxide hydrolases revisited: A noncanonical residue in potato StEH1 promotes both formation and breakdown of the alkylenzyme intermediate
Implications for an Ionized Alkyl-Enzyme Intermediate during StEH1-Catalyzed trans-Stilbene Oxide Hydrolysis

Elfström, Lisa; Widersten, Mikael

Part of Biochemistry, p. 205-212, 2006.

DOI for Implications for an Ionized Alkyl-Enzyme Intermediate during StEH1-Catalyzed trans-Stilbene Oxide Hydrolysis
X-ray structure of potato epoxide hydrolase sheds light on its substrate specificity

Mowbray, Sherry L.; Elfström, Lisa; Ahlgren, Kerstin; Andersson, Evalena et al.

Part of Protein Science, p. 1628-1637, 2006.

DOI for X-ray structure of potato epoxide hydrolase sheds light on its substrate specificity
Catalysis of potato epoxide hydrolase, StEH1

Elfström, Lisa; Widersten, Mikael

Part of Biochemical Journal, p. 633-640, 2005.

DOI for Catalysis of potato epoxide hydrolase, StEH1
The Saccharomyces cerevisiae ORF YNR064c protein has characteristics of an 'orphaned' epoxide hydrolase

Elfström, Lisa; Widersten, Mikael

Part of Biochimica et Biophysica Acta - Proteins and Proteomics, p. 213-221, 2005.

DOI for The Saccharomyces cerevisiae ORF YNR064c protein has characteristics of an 'orphaned' epoxide hydrolase

Epoxide hydrolase

Our research on StEH1 aims to...

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