Abstract
The biocatalytic preparation of trans-hex-2-enal from trans-hex-2-enol using a novel aryl alcohol oxidase from Pleurotus eryngii (PeAAOx) is reported. As O2-dependent enzyme PeAAOx-dependent reactions are generally plagued by the poor solubility of O2 in aqueous media and mass transfer limitations resulting in poor reaction rates. These limitations were efficiently overcome by conducting the reaction in a flow-reactor setup reaching unpreceded catalytic activities for the enzyme in terms of turnover frequency (up to 38 s−1) and turnover numbers (more than 300000) pointing towards preparative usefulness of the proposed reaction scheme.
Highlights
Sion of primary alcohols to aldehydes principally two biocatalytic approaches are available (Scheme 1) [2,3,4,5]
As biocatalyst for this study we focussed on the recombinant aryl alcohol oxidase from Pleurotus eryngii (PeAAOx) [28,29,30,31]
As trans-2-hex-enol had not been reported as substrate for PeAAOx we evaluated its catalytic properties, the substrate concentration-dependency of the enzymatic oxidation
Summary
Sion of primary alcohols to aldehydes principally two biocatalytic approaches are available (Scheme 1) [2,3,4,5]. Encouraged by these contributions, we asked ourselves whether a slug-flow approach may combine mechanically less demanding conditions with high O2-transfer rates thereby enabling efficient and robust oxidase-catalysed oxidation reactions. As trans-2-hex-enol had not been reported as substrate for PeAAOx we evaluated its catalytic properties, the substrate concentration-dependency of the enzymatic oxidation.
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