Co-Immobilization of a Multi-Enzyme Cascade: (S)-Selective Amine Transaminases, L-Amino Acid Oxidase and Catalase
Heinks T, Koopmeiners S, Montua N, Sewald N, Höhne M, Bornscheuer UT, Fischer von Mollard G (2023)
ChemBioChem 24(19): e202300425.
Zeitschriftenaufsatz
| Veröffentlicht | Englisch
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Autor*in
Heinks, TobiasUniBi;
Koopmeiners, SimonUniBi;
Montua, NicolaiUniBi ;
Sewald, NorbertUniBi ;
Höhne, Matthias;
Bornscheuer, Uwe T;
Fischer von Mollard, GabrieleUniBi
Abstract / Bemerkung
An enzyme cascade was established previously consisting of a recycling system with an l-amino acid oxidase (hcLAAO4) and a catalase (hCAT) for different alpha-keto acid co-substrates of (S)-selective amine transaminases (ATAs) in kinetic resolutions of racemic amines. Only 1mol% of the co-substrate was required and l-amino acids instead of alpha-keto acids could be applied. However, soluble enzymes cannot be reused easily. Immobilization of hcLAAO4, hCAT and the (S)-selective ATA from Vibrio fluvialis (ATA-Vfl) was addressed here. Immobilization of the enzymes together rather than on separate beads showed higher reaction rates most likely due to fast co-substrate channeling between ATA-Vfl and hcLAAO4 due to their close proximity. Co-immobilization allowed further reduction of the co-substrate amount to 0.1mol% most likely due to a more efficient H2O2-removal caused by the stabilized hCAT and its proximity to hcLAAO4. Finally, the co-immobilized enzyme cascade was reused in 3 cycles of preparative kinetic resolutions to produce (R)-1-PEA with high enantiomeric purity (97.3%ee). Further recycling was inefficient due to the instability of ATA-Vfl, while hcLAAO4 and hCAT revealed a high stability. An engineered ATA-Vfl-8M was used in the co-immobilized enzyme cascade to produce (R)-1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethanamine, an apremilast-intermediate, with a 1,000 fold lower input of the co-substrate. © 2023 Wiley-VCH GmbH.
Erscheinungsjahr
2023
Zeitschriftentitel
ChemBioChem
Band
24
Ausgabe
19
Art.-Nr.
e202300425
Urheberrecht / Lizenzen
eISSN
1439-7633
Page URI
https://pub.uni-bielefeld.de/record/2980719
Zitieren
Heinks T, Koopmeiners S, Montua N, et al. Co-Immobilization of a Multi-Enzyme Cascade: (S)-Selective Amine Transaminases, L-Amino Acid Oxidase and Catalase. ChemBioChem. 2023;24(19): e202300425.
Heinks, T., Koopmeiners, S., Montua, N., Sewald, N., Höhne, M., Bornscheuer, U. T., & Fischer von Mollard, G. (2023). Co-Immobilization of a Multi-Enzyme Cascade: (S)-Selective Amine Transaminases, L-Amino Acid Oxidase and Catalase. ChemBioChem, 24(19), e202300425. https://doi.org/10.1002/cbic.202300425
Heinks, Tobias, Koopmeiners, Simon, Montua, Nicolai, Sewald, Norbert, Höhne, Matthias, Bornscheuer, Uwe T, and Fischer von Mollard, Gabriele. 2023. “Co-Immobilization of a Multi-Enzyme Cascade: (S)-Selective Amine Transaminases, L-Amino Acid Oxidase and Catalase”. ChemBioChem 24 (19): e202300425.
Heinks, T., Koopmeiners, S., Montua, N., Sewald, N., Höhne, M., Bornscheuer, U. T., and Fischer von Mollard, G. (2023). Co-Immobilization of a Multi-Enzyme Cascade: (S)-Selective Amine Transaminases, L-Amino Acid Oxidase and Catalase. ChemBioChem 24:e202300425.
Heinks, T., et al., 2023. Co-Immobilization of a Multi-Enzyme Cascade: (S)-Selective Amine Transaminases, L-Amino Acid Oxidase and Catalase. ChemBioChem, 24(19): e202300425.
T. Heinks, et al., “Co-Immobilization of a Multi-Enzyme Cascade: (S)-Selective Amine Transaminases, L-Amino Acid Oxidase and Catalase”, ChemBioChem, vol. 24, 2023, : e202300425.
Heinks, T., Koopmeiners, S., Montua, N., Sewald, N., Höhne, M., Bornscheuer, U.T., Fischer von Mollard, G.: Co-Immobilization of a Multi-Enzyme Cascade: (S)-Selective Amine Transaminases, L-Amino Acid Oxidase and Catalase. ChemBioChem. 24, : e202300425 (2023).
Heinks, Tobias, Koopmeiners, Simon, Montua, Nicolai, Sewald, Norbert, Höhne, Matthias, Bornscheuer, Uwe T, and Fischer von Mollard, Gabriele. “Co-Immobilization of a Multi-Enzyme Cascade: (S)-Selective Amine Transaminases, L-Amino Acid Oxidase and Catalase”. ChemBioChem 24.19 (2023): e202300425.
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Dissertation, die diesen PUB Eintrag enthält
Cascading and Immobilization of Amine Transaminases for the Biosynthesis of Enantiomerically Pure Amines
Heinks T (2023)
Bielefeld: Universität Bielefeld.
Heinks T (2023)
Bielefeld: Universität Bielefeld.
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