Catalytic Promiscuity of Galactose Oxidase: A Mild Synthesis of Nitriles from Alcohols, Air, and Ammonia
Abstract: We report an unprecedented catalytically promiscuous activity of the copper‐dependent enzyme galactose oxidase. The enzyme catalyses the one‐pot conversion of alcohols into the related nitriles under mild reaction conditions in ammonium buffer, consuming ammonia as the source of nitrogen and dioxygen (from air at atmospheric pressure) as the only oxidant. Thus, this green method does not require either cyanide salts, toxic metals, or undesired oxidants in stoichiometric amounts. The substrate scope of the reaction includes benzyl and cinnamyl alcohols as well as 4‐ and 3‐pyridylmethanol, giving access to valuable chemical compounds. The oxidation proceeds through oxidation from alcohol to aldehyde, in situ imine formation, and final direct oxidation to nitrile.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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Catalytic Promiscuity of Galactose Oxidase: A Mild Synthesis of Nitriles from Alcohols, Air, and Ammonia ; volume:57 ; number:43 ; year:2018 ; pages:14240-14244 ; extent:5
Angewandte Chemie / International edition. International edition ; 57, Heft 43 (2018), 14240-14244 (gesamt 5)
- Creator
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Vilím, Jan
Knaus, Tanja
Mutti, Francesco G.
- DOI
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10.1002/anie.201809411
- URN
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urn:nbn:de:101:1-2022090920030877245317
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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15.08.2025, 7:25 AM CEST
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Associated
- Vilím, Jan
- Knaus, Tanja
- Mutti, Francesco G.
Other Objects (12)
Catalytic Promiscuity of Galactose Oxidase: A Mild Synthesis of Nitriles from Alcohols, Air, and Ammonia
Direct Oxidative Conversion of Primary Alcohols to Nitriles Using Molecular Iodine in Ammonia Water
Electrochemical studies of galactose oxidase
One‐pot Chemoenzymatic Deracemisation of Secondary Alcohols Employing Variants of Galactose Oxidase and Transfer Hydrogenation
Nickel‐Catalyzed Reductive Hydrolysis of Nitriles to Alcohols
Nickel‐Catalyzed Reductive Hydrolysis of Nitriles to Alcohols
Kontinuierliche elektrochemische Regenerierung von Galactose-Oxidase
Cu‐Oxide Nanoparticles Catalyzed Synthesis of Nitriles and Amides from Alcohols and Ammonia in Presence of Air
Modellverbindungen für das aktive Zentrum der Galactose-Oxidase
Combinatorial approaches towards active models for galactose oxidase
Combinatorial approaches towards active models for galactose oxidase
Aerobe Oxidation von primären Alkoholen : Modelle für die Galactose-Oxidase
Catalytic Promiscuity of Galactose Oxidase: A Mild Synthesis of Nitriles from Alcohols, Air, and Ammonia
Direct Oxidative Conversion of Primary Alcohols to Nitriles Using Molecular Iodine in Ammonia Water
Electrochemical studies of galactose oxidase
One‐pot Chemoenzymatic Deracemisation of Secondary Alcohols Employing Variants of Galactose Oxidase and Transfer Hydrogenation
Nickel‐Catalyzed Reductive Hydrolysis of Nitriles to Alcohols
Nickel‐Catalyzed Reductive Hydrolysis of Nitriles to Alcohols
Kontinuierliche elektrochemische Regenerierung von Galactose-Oxidase
Cu‐Oxide Nanoparticles Catalyzed Synthesis of Nitriles and Amides from Alcohols and Ammonia in Presence of Air
Modellverbindungen für das aktive Zentrum der Galactose-Oxidase
Combinatorial approaches towards active models for galactose oxidase
Combinatorial approaches towards active models for galactose oxidase
Aerobe Oxidation von primären Alkoholen : Modelle für die Galactose-Oxidase
Catalytic Promiscuity of Galactose Oxidase: A Mild Synthesis of Nitriles from Alcohols, Air, and Ammonia
Direct Oxidative Conversion of Primary Alcohols to Nitriles Using Molecular Iodine in Ammonia Water
Electrochemical studies of galactose oxidase
One‐pot Chemoenzymatic Deracemisation of Secondary Alcohols Employing Variants of Galactose Oxidase and Transfer Hydrogenation
Nickel‐Catalyzed Reductive Hydrolysis of Nitriles to Alcohols
Nickel‐Catalyzed Reductive Hydrolysis of Nitriles to Alcohols
Kontinuierliche elektrochemische Regenerierung von Galactose-Oxidase
Cu‐Oxide Nanoparticles Catalyzed Synthesis of Nitriles and Amides from Alcohols and Ammonia in Presence of Air
Modellverbindungen für das aktive Zentrum der Galactose-Oxidase
Combinatorial approaches towards active models for galactose oxidase
Combinatorial approaches towards active models for galactose oxidase