Optimization of 5-hydroxymethylfurfural oxidation <i>via</i> photo-enzymatic cascade process

do Nascimento, Marcelo A.; Haber, Bernardo; Gomez, Mauro R. B. P.; Leão, Raquel A. C.; Pietrowski, Mariusz; Zieliński, Michał; de Souza, Rodrigo O. M. A.; Wojcieszak, Robert; Itabaiana, Ivaldo

doi:10.1039/d4gc00673a

Green Chem.

2024

DOI: 10.1039/d4gc00673a

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Optimization of 5-hydroxymethylfurfural oxidation via photo-enzymatic cascade process

Marcelo A. do Nascimento,

Bernardo Haber,

Mauro R. B. P. Gomez

et al.

Abstract: This study investigated the oxidation of 5-hydroxymethylfurfural (HMF) to produce valuable products such as 2,5-furandicarboxaldehyde (DFF), 5-formyl-2-furancarboxylic acid (FFCA) and 2,5-furandicarboxylic acid (FDCA) through (photo) chemical and enzymatic catalysis. Laccases...

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Cited by 3 publications

References 43 publications

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Levoglucosenone as a starting material for cascade continuous-flow synthesis of (R)-γ-carboxy-γ-butyrolactone

Pacheco,

Lima,

Lima

et al. 2024

RSC Adv.

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Levoglucosenone as a starting material for cascade continuous-flow synthesis of (R)-γ-carboxy-γ-butyrolactone

Pacheco,

Lima,

Lima

et al. 2024

RSC Adv.

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Analysis of the product-spectrum during the biocatalytic hydrolysis of PEF (poly(ethylene furanoate)) with various esterases

Heinks,

Hofmann,

Zimmermann

et al. 2025

RSC Sustain.

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Enhanced Thermostability of Laccase from Myceliophthora thermophila Through Conjugation with mPEG-SC

García,

Florindo,

Saez

et al. 2024

Catalysts

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The search for more sustainable reaction conditions has been necessary to obtain more selective processes. In this context, laccases have gained great notoriety in recent years. However, these enzymes are unstable in organic solvents and have low thermal stability. Alternatively, conjugation with PEG (PEGylation) can be essential to overcome these problems. In this work, the commercial laccase from Myceliophthora thermophila (LacMT) was subjected to PEGylation with PEG functionalized as succinimidyl carbonate (mPEG-SC), followed by assessing its thermal stability and catalytic activity. Mono-PEGylated LacMT derivatives were obtained, with less than 50% of the enzyme remaining in its native form. In addition, 10% of the bi-PEGylated species was successfully obtained according to gel electrophoresis analysis. The PEGylated derivatives showed a significantly reduced ABTS oxidation activity (98 ± 3 U/mg) compared to the native LacMT (407 ± 9 U/mg) but higher than the control enzyme without PEGylation (51 ± 2 U/mg), demonstrating that the addition of activated PEG to the protein resulted in better protection against the harmful action of the pH change required in the process. PEGylated LacMT retained more than twice the initial activity of the native protein at 40 °C during 24 h. In addition, PEGylated LacMT exhibited kinetic changes, whereas the catalytic turnover rate (kcat) of the PEGylated enzyme was reduced by 27% compared to the control. These findings are being reported for the first time. This sets precedents for constructing efficient catalytic systems involving laccases since no immobilized biocatalyst or commercial conjugate contains these proteins.

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Optimization of 5-hydroxymethylfurfural oxidation via photo-enzymatic cascade process

Abstract: This study investigated the oxidation of 5-hydroxymethylfurfural (HMF) to produce valuable products such as 2,5-furandicarboxaldehyde (DFF), 5-formyl-2-furancarboxylic acid (FFCA) and 2,5-furandicarboxylic acid (FDCA) through (photo) chemical and enzymatic catalysis. Laccases...

Cited by 3 publications

References 43 publications

Levoglucosenone as a starting material for cascade continuous-flow synthesis of (R)-γ-carboxy-γ-butyrolactone

Levoglucosenone as a starting material for cascade continuous-flow synthesis of (R)-γ-carboxy-γ-butyrolactone

Analysis of the product-spectrum during the biocatalytic hydrolysis of PEF (poly(ethylene furanoate)) with various esterases

Enhanced Thermostability of Laccase from Myceliophthora thermophila Through Conjugation with mPEG-SC

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