Bio-based α,ω functionalized hydrocarbons from multi-step reaction sequences with bio- and metallo-catalysts based on the fatty acid decarboxylase OleTJE

Samiro Bojarra, Dennis Reichert, Marius Grote, Álvaro Gómez Baraibar, Alexander Dennig, Bernd Nidetzky, Carolin Mügge, Robert Kourist

Publikation: Beitrag in einer FachzeitschriftArtikelForschungBegutachtung

Abstract

OleT from Jeotgalicoccus sp. ATCC 8456 catalyzes the decarboxylation of ω-functionalized fatty acids to the corresponding alkenols, which can themselves serve as starting material for the synthesis of polymers and fine chemicals. To show the versatility of possible reactions, we developed a series of in vitro reaction cascades where an alkenol produced by the decarboxylation of ω hydroxy fatty acids can be further converted into alkenylamines and diols. By coupling OleT with an alcohol dehydrogenase or alcohol oxidase as well as an amino-transaminase, an oxidative decarboxylation followed by the oxidation of the terminal alcohol and a subsequent reductive transamination could be carried out. By using different cofactors or electron sources, the reactions could be performed sequentially or simultaneously. In addition, the combination of enzymatic decarboxylation with a ruthenium catalyst in a chemo-enzymatic cascade provides a novel way to synthesize long-chain diols.
Spracheenglisch
Seiten1192-1201
FachzeitschriftChemCatChem
Jahrgang10
Ausgabennummer5
DOIs
StatusVeröffentlicht - Mär 2018

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decarboxylation
Carboxy-Lyases
fatty acids
Hydrocarbons
Fatty acids
Fatty Acids
hydrocarbons
catalysts
Catalysts
alcohols
Alcohols
alcohol oxidase
cascades
Electron sources
dehydrogenases
Ruthenium
electron sources
Alcohol Dehydrogenase
oxidase
versatility

Fields of Expertise

  • Human- & Biotechnology

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Bio-based α,ω functionalized hydrocarbons from multi-step reaction sequences with bio- and metallo-catalysts based on the fatty acid decarboxylase OleTJE. / Bojarra, Samiro ; Reichert, Dennis; Grote, Marius; Gómez Baraibar, Álvaro; Dennig, Alexander; Nidetzky, Bernd; Mügge, Carolin; Kourist, Robert.

in: ChemCatChem, Jahrgang 10, Nr. 5, 03.2018, S. 1192-1201.

Publikation: Beitrag in einer FachzeitschriftArtikelForschungBegutachtung

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abstract = "OleT from Jeotgalicoccus sp. ATCC 8456 catalyzes the decarboxylation of ω-functionalized fatty acids to the corresponding alkenols, which can themselves serve as starting material for the synthesis of polymers and fine chemicals. To show the versatility of possible reactions, we developed a series of in vitro reaction cascades where an alkenol produced by the decarboxylation of ω hydroxy fatty acids can be further converted into alkenylamines and diols. By coupling OleT with an alcohol dehydrogenase or alcohol oxidase as well as an amino-transaminase, an oxidative decarboxylation followed by the oxidation of the terminal alcohol and a subsequent reductive transamination could be carried out. By using different cofactors or electron sources, the reactions could be performed sequentially or simultaneously. In addition, the combination of enzymatic decarboxylation with a ruthenium catalyst in a chemo-enzymatic cascade provides a novel way to synthesize long-chain diols.",
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AU - Bojarra, Samiro

AU - Reichert, Dennis

AU - Grote, Marius

AU - Gómez Baraibar, Álvaro

AU - Dennig, Alexander

AU - Nidetzky, Bernd

AU - Mügge, Carolin

AU - Kourist, Robert

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AB - OleT from Jeotgalicoccus sp. ATCC 8456 catalyzes the decarboxylation of ω-functionalized fatty acids to the corresponding alkenols, which can themselves serve as starting material for the synthesis of polymers and fine chemicals. To show the versatility of possible reactions, we developed a series of in vitro reaction cascades where an alkenol produced by the decarboxylation of ω hydroxy fatty acids can be further converted into alkenylamines and diols. By coupling OleT with an alcohol dehydrogenase or alcohol oxidase as well as an amino-transaminase, an oxidative decarboxylation followed by the oxidation of the terminal alcohol and a subsequent reductive transamination could be carried out. By using different cofactors or electron sources, the reactions could be performed sequentially or simultaneously. In addition, the combination of enzymatic decarboxylation with a ruthenium catalyst in a chemo-enzymatic cascade provides a novel way to synthesize long-chain diols.

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