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Converting an Esterase into an Epoxide Hydrolase

Angewandte Chemie International Edition, 2009
AbstractEntering the fold: A common structural motif in hydrolytic enzymes is the α,β‐hydrolase fold. The interconversion of one enzyme into another by introduction of mechanistically important residues is not enough; only substitution of a loop allows epoxide hydrolase activity in the esterase scaffold to be formed (see picture; structure comparison ...
Konstanze Stiba   +7 more
openaire   +2 more sources

Membrane topology of epoxide hydrolase

Biochimica et Biophysica Acta (BBA) - Lipids and Lipid Metabolism, 1990
The amino acid sequences of epoxide hydrolase from rat, rabbit and human have been subjected to hydropathy analysis and a novel model for the membrane topology of this enzyme is presented. The enzyme would appear to be retained in microsomal membranes by a single transmembrane segment located at the N-terminus and the majority (96%) of the protein is ...
Michelle Lament   +3 more
openaire   +3 more sources

Synthetic applications of epoxide hydrolases

Current Opinion in Chemical Biology, 2001
There have been several recent advances in the area of biocatalysed hydrolytic kinetic resolution of epoxides using 'newly discovered' enzymes (i.e. epoxide hydrolases). These biocatalysts, two of which will become commercially available in the near future, appear to be highly promising tools for fine organic synthesis, as they enable the preparation ...
Roland Furstoss, Alain Archelas
openaire   +3 more sources

Enantioselectivities of yeast epoxide hydrolases for 1,2-epoxides

Tetrahedron: Asymmetry, 1999
Abstract Kinetic resolution of homologous series of unbranched 1,2-epoxyalkanes (C-4 to C-12), 1,2-epoxyalkenes (C-4, C-6 and C-8), a 2,2-dialkylsubstituted epoxide (2-methyl-1,2-epoxyheptane) and a benzyloxy-substituted epoxide (benzyl glycidyl ether) was investigated using resting cells of 10 different yeast strains.
Botes, A.L.   +3 more
openaire   +3 more sources

Polymorphisms in Human Soluble Epoxide Hydrolase [PDF]

open access: possibleMolecular Pharmacology, 2003
Human soluble epoxide hydrolase (hsEH) metabolizes a variety of epoxides to the corresponding vicinal diols. Arachidonic and linoleic acid epoxides are thought to be endogenous substrates for hsEH. Enzyme activity in humans shows high interindividual variation (e.g., 500-fold in liver) suggesting the existence of regulatory and/or structural gene ...
Joseph E. Maxwell   +9 more
openaire   +2 more sources

ChemInform Abstract: Epoxide Hydrolases and Their Synthetic Applications

ChemInform, 1999
AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Romano V. A. Orru   +3 more
openaire   +4 more sources

Rat Cytosolic Epoxide Hydrolase

1986
Rat liver microsomal and cytosolic epoxide hydrolase may be distinguished through differences in substrate specificity: styrene 7,8-oxide is preferentially hydrolyzed by the microsomal form, while trans-stilbene oxide is the preferred substrate for cytosolic epoxide hydrolase. Large interindividual differences in the specific activity of Sprague-Dawley
Ludwig Schladt   +4 more
openaire   +3 more sources

Structural and Computational Insight into the Catalytic Mechanism of Limonene Epoxide Hydrolase Mutants in Stereoselective Transformations.

Journal of the American Chemical Society, 2018
Directed evolution of limonene epoxide hydrolase (LEH), which catalyzes the hydrolytic desymmetrization reactions of cyclopentene oxide and cyclohexene oxide, results in (R,R)- and (S,S)-selective mutants. Their crystal structures combined with extensive
Zhoutong Sun   +9 more
semanticscholar   +1 more source

An Insect Juvenile Hormone-Specific Epoxide Hydrolase Is Related to Vertebrate Microsomal Epoxide Hydrolases

Biochemical and Biophysical Research Communications, 1996
We describe the first cDNA sequence encoding a juvenile hormone-specific epoxide hydrolase from an insect. A full-length cDNA clone revealed a 462-amino-acid open reading frame encoding an amino acid sequence with 44% identity and 64% similarity to human microsomal epoxide hydrolase. All residues in the catalytic triad (residues Asp227-His428-Asp350 in
Glenn D. Prestwich, Hubert Wojtasek
openaire   +3 more sources

Regioselectivity Engineering of Epoxide Hydrolase: Near-Perfect Enantioconvergence through a Single Site Mutation

ACS Catalysis, 2018
An epoxide hydrolase from Vigna radiata (VrEH2) affords partial enantioconvergence (84% ee) in the enzymatic hydrolysis of racemic p-nitrostyrene oxide (pNSO), mainly due to insufficient regioselectivity for the (S)-enantiomer (rS = αS/βS = 7.3).
Fu-Long Li   +10 more
semanticscholar   +1 more source

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