Beilstein J. Org. Chem.2018,14, 697–703, doi:10.3762/bjoc.14.58
-enol using a novel aryl alcoholoxidase 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.
Keywords: alcoholoxidase
catalytic amounts only) causes additional costs.
Therefore, we concentrated on alcoholoxidase-catalysed reaction schemes (Scheme 1B. Oxidases utilise O2 as terminal electron acceptor for the oxidation reaction yielding H2O2 as sole byproduct. The latter can be disproportionated easily by using catalase
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Graphical Abstract
Scheme 1:
Enzymatic reaction schemes for the selective oxidation of trans-hex-2-enol. A: Alcohol dehydrogenas...
Beilstein J. Org. Chem.2015,11, 1741–1748, doi:10.3762/bjoc.11.190
oxidized by alcoholoxidase (AOX) to formaldehyde, which is further metabolized either in the assimilatory or in the dissimilatory pathway. In the latter one, formaldehyde spontaneously reacts with glutathione to S-hydroxymethylglutathione which is oxidized in a first step by the glutathione- and NAD
)-acetoin: 2.32 min, (2R,3R)-butane-2,3-diol: 8.27 min, meso-butane-2,3-diol: 8.90 min.
Simplified schematic representation of the methanol utilization pathway in Pichia pastoris. The main pathways and the respective enzymes are shown. AOX: alcoholoxidase; FLD: glutathione-dependent formaldehyde
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Graphical Abstract
Figure 1:
Simplified schematic representation of the methanol utilization pathway in Pichia pastoris. The mai...