Redox Biocatalysis in Lidocaine‐Based Hydrophobic Deep Eutectic Solvents: Non‐Conventional Media Outperform Aqueous Conditions

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OriginalspracheEnglisch
FachzeitschriftCHEMSUSCHEM
Frühes Online-Datum29 Okt. 2024
PublikationsstatusElektronisch veröffentlicht (E-Pub) - 29 Okt. 2024

Abstract

Redox biocatalysis is an essential pillar of the chemical industry. Yet, the enzymes’ nature restricts most reactions to aqueous conditions, where the limited substrate solubility leads to unsustainable diluted biotranformations. Non-aqueous media represent a strategic solution to conduct intensified biocatalytic routes. Deep eutectic solvents (DESs) are designable solvents that can be customized to meet specific application needs. Within the large design space of combining DES components (and ratios), hydrophobic DESs hold the potential to be both enzyme-compatible – keeping the enzymes’ hydration –, and solubilizers for hydrophobic reactants. We explored two hydrophobic DESs, lidocaine/oleic acid, and lidocaine/decanoic acid, as reaction media for carbonyl reduction catalyzed by horse liver alcohol dehydrogenase, focusing on the effect of water contents and on maximizing substrate loadings. Enzymes remained highly active and stable in the DESs with 20 wt % buffer, whereas the reaction performance in DESs outperformed the pure buffer system with hydrophobic substrates (e. g., cinnamaldehyde to form the industrially relevant cinnamyl alcohol), with a 3-fold specific activity. Notably, the cinnamaldehyde reduction was for the first time performed at 800 mM (~100 g L −1) with full conversion, which opens up new avenues to industrial applications of hydrophobic DESs for enzyme catalysis.

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Redox Biocatalysis in Lidocaine‐Based Hydrophobic Deep Eutectic Solvents: Non‐Conventional Media Outperform Aqueous Conditions. / Zhang, Ningning; Lahmann, Viktoria; Bittner, Jan Philipp et al.
in: CHEMSUSCHEM, 29.10.2024.

Publikation: Beitrag in FachzeitschriftArtikelForschungPeer-Review

Zhang N, Lahmann V, Bittner JP, María PDD, Jakobtorweihen S, Smirnova I et al. Redox Biocatalysis in Lidocaine‐Based Hydrophobic Deep Eutectic Solvents: Non‐Conventional Media Outperform Aqueous Conditions. CHEMSUSCHEM. 2024 Okt 29. Epub 2024 Okt 29. doi: 10.1002/cssc.202402075
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abstract = "Redox biocatalysis is an essential pillar of the chemical industry. Yet, the enzymes{\textquoteright} nature restricts most reactions to aqueous conditions, where the limited substrate solubility leads to unsustainable diluted biotranformations. Non-aqueous media represent a strategic solution to conduct intensified biocatalytic routes. Deep eutectic solvents (DESs) are designable solvents that can be customized to meet specific application needs. Within the large design space of combining DES components (and ratios), hydrophobic DESs hold the potential to be both enzyme-compatible – keeping the enzymes{\textquoteright} hydration –, and solubilizers for hydrophobic reactants. We explored two hydrophobic DESs, lidocaine/oleic acid, and lidocaine/decanoic acid, as reaction media for carbonyl reduction catalyzed by horse liver alcohol dehydrogenase, focusing on the effect of water contents and on maximizing substrate loadings. Enzymes remained highly active and stable in the DESs with 20 wt % buffer, whereas the reaction performance in DESs outperformed the pure buffer system with hydrophobic substrates (e. g., cinnamaldehyde to form the industrially relevant cinnamyl alcohol), with a 3-fold specific activity. Notably, the cinnamaldehyde reduction was for the first time performed at 800 mM (~100 g L −1) with full conversion, which opens up new avenues to industrial applications of hydrophobic DESs for enzyme catalysis.",
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AU - Zhang, Ningning

AU - Lahmann, Viktoria

AU - Bittner, Jan Philipp

AU - María, Pablo Domínguez de

AU - Jakobtorweihen, Sven

AU - Smirnova, Irina

AU - Kara, Selin

N1 - Publisher Copyright: © 2024 The Author(s). ChemSusChem published by Wiley-VCH GmbH.

PY - 2024/10/29

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N2 - Redox biocatalysis is an essential pillar of the chemical industry. Yet, the enzymes’ nature restricts most reactions to aqueous conditions, where the limited substrate solubility leads to unsustainable diluted biotranformations. Non-aqueous media represent a strategic solution to conduct intensified biocatalytic routes. Deep eutectic solvents (DESs) are designable solvents that can be customized to meet specific application needs. Within the large design space of combining DES components (and ratios), hydrophobic DESs hold the potential to be both enzyme-compatible – keeping the enzymes’ hydration –, and solubilizers for hydrophobic reactants. We explored two hydrophobic DESs, lidocaine/oleic acid, and lidocaine/decanoic acid, as reaction media for carbonyl reduction catalyzed by horse liver alcohol dehydrogenase, focusing on the effect of water contents and on maximizing substrate loadings. Enzymes remained highly active and stable in the DESs with 20 wt % buffer, whereas the reaction performance in DESs outperformed the pure buffer system with hydrophobic substrates (e. g., cinnamaldehyde to form the industrially relevant cinnamyl alcohol), with a 3-fold specific activity. Notably, the cinnamaldehyde reduction was for the first time performed at 800 mM (~100 g L −1) with full conversion, which opens up new avenues to industrial applications of hydrophobic DESs for enzyme catalysis.

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KW - Alcohol dehydrogenase

KW - Hydrophobic deep eutectic solvents

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