ArticleAngewandte Chemie (International ed. in English)2019
Evolving the Promiscuity of Elizabethkingia meningoseptica Oleate Hydratase for the Regio- and Stereoselective Hydration of Oleic Acid Derivatives.
Article in Angewandte Chemie (International ed. in English), 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
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Who cites it
9 citing papers in PubMed.
- A Thermostable Fatty Acid Hydratase from Marinitoga Piezophila with Low Temperature Optimum and Broad Product Scope.Chembiochem : a European journal of chemical biology · 2025Article
- Regioselective Hydration of Terpenes with Cofactor-Independent Carotenoid 1,2-Hydratase.Angewandte Chemie (International ed. in English) · 2025Article
- Chiral Alcohols from Alkenes and Water: Directed Evolution of a Styrene Hydratase.Angewandte Chemie (International ed. in English) · 2023Article
- Towards an understanding of oleate hydratases and their application in industrial processes.Microbial cell factories · 2022Review
- Novel oleate hydratases and potential biotechnological applications.Applied microbiology and biotechnology · 2021Review
- Generation of Oxidoreductases with Dual Alcohol Dehydrogenase and Amine Dehydrogenase Activity.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Unexpected NADPH Hydratase Activity in the Nitrile Reductase QueF from Escherichia coli.Chembiochem : a European journal of chemical biology · 2020Article
- Evolving the Promiscuity of Elizabethkingia meningoseptica Oleate Hydratase for the Regio- and Stereoselective Hydration of Oleic Acid Derivatives.Angewandte Chemie (International ed. in English) · 2019Article
- Structure and mechanism of Staphylococcus aureus oleate hydratase (OhyA).The Journal of biological chemistryArticle
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Authors and funding
10 authors.
Funding
Abstract
The addition of water to non-activated carbon-carbon double bonds catalyzed by fatty acid hydratases (FAHYs) allows for highly regio- and stereoselective oxyfunctionalization of renewable oil feedstock. So far, the applicability of FAHYs has been limited to free fatty acids, mainly owing to the requirement of a carboxylate function for substrate recognition and binding. Herein, we describe for the first time the hydration of oleic acid (OA) derivatives lacking this free carboxylate by the oleate hydratase from Elizabethkingia meningoseptica (OhyA). Molecular docking of OA to the OhyA 3D-structure and a sequence alignment uncovered conserved amino acid residues at the entrance of the substrate channel as target positions for enzyme engineering. Exchange of selected amino acids gave rise to OhyA variants which showed up to an 18-fold improved conversion of OA derivatives, while retaining the excellent regio- and stereoselectivity in the olefin hydration reaction.
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