Solvent-Free Photobiocatalytic Hydroxylation of Cyclohexane

Research output: Contribution to journalArticleResearchpeer review

Authors

  • Markus Hobisch
  • Morten Martinus Cornelis Harald van Schie
  • Jinhyun Kim
  • Kasper Røjkjær Andersen
  • Miguel Alcalde
  • Robert Kourist
  • Chan Beum Park
  • Frank Hollmann
  • Selin Kara

External Research Organisations

  • Aarhus University
  • Delft University of Technology
  • Korea Advanced Institute of Science and Technology (KAIST)
  • Spanish National Research Council (CSIC)
  • Graz University of Technology
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Details

Original languageEnglish
Pages (from-to)4009-4013
Number of pages5
JournalCHEMCATCHEM
Volume12
Issue number16
Early online date24 Apr 2020
Publication statusPublished - 21 Aug 2020
Externally publishedYes

Abstract

The use of neat reaction media, that is the avoidance of additional solvents, is the simplest and the most efficient approach to follow in biocatalysis. Here, we show that unspecific peroxygenase from Agrocybe aegerita (AaeUPO) can hydroxylate the neat model substrate cyclohexane. H2O2 was photocatalytically generated in situ by nitrogen-doped carbon nanodots (N−CNDs) and UV LED illumination. AaeUPO entrapment in alginate beads increased enzyme stability and facilitated the reaction in neat cyclohexane. N−CNDs absorption in beads containing AaeUPO created a 2-in-1 heterogeneous photobiocatalyst that was active for up to seven days under reaction conditions and produced cyclohexanol, 2.5 mM. To increase productivity, the bead size and the photocatalyst-to-enzyme ratio have been identified as promising targets for optimisation.

Keywords

    carbon nanodots, hydroxylation, non-conventional media, organic media, Photobiocatalysis

ASJC Scopus subject areas

Cite this

Solvent-Free Photobiocatalytic Hydroxylation of Cyclohexane. / Hobisch, Markus; van Schie, Morten Martinus Cornelis Harald; Kim, Jinhyun et al.
In: CHEMCATCHEM, Vol. 12, No. 16, 21.08.2020, p. 4009-4013.

Research output: Contribution to journalArticleResearchpeer review

Hobisch, M, van Schie, MMCH, Kim, J, Røjkjær Andersen, K, Alcalde, M, Kourist, R, Park, CB, Hollmann, F & Kara, S 2020, 'Solvent-Free Photobiocatalytic Hydroxylation of Cyclohexane', CHEMCATCHEM, vol. 12, no. 16, pp. 4009-4013. https://doi.org/10.1002/cctc.202000512
Hobisch, M., van Schie, M. M. C. H., Kim, J., Røjkjær Andersen, K., Alcalde, M., Kourist, R., Park, C. B., Hollmann, F., & Kara, S. (2020). Solvent-Free Photobiocatalytic Hydroxylation of Cyclohexane. CHEMCATCHEM, 12(16), 4009-4013. https://doi.org/10.1002/cctc.202000512
Hobisch M, van Schie MMCH, Kim J, Røjkjær Andersen K, Alcalde M, Kourist R et al. Solvent-Free Photobiocatalytic Hydroxylation of Cyclohexane. CHEMCATCHEM. 2020 Aug 21;12(16):4009-4013. Epub 2020 Apr 24. doi: 10.1002/cctc.202000512
Hobisch, Markus ; van Schie, Morten Martinus Cornelis Harald ; Kim, Jinhyun et al. / Solvent-Free Photobiocatalytic Hydroxylation of Cyclohexane. In: CHEMCATCHEM. 2020 ; Vol. 12, No. 16. pp. 4009-4013.
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abstract = "The use of neat reaction media, that is the avoidance of additional solvents, is the simplest and the most efficient approach to follow in biocatalysis. Here, we show that unspecific peroxygenase from Agrocybe aegerita (AaeUPO) can hydroxylate the neat model substrate cyclohexane. H2O2 was photocatalytically generated in situ by nitrogen-doped carbon nanodots (N−CNDs) and UV LED illumination. AaeUPO entrapment in alginate beads increased enzyme stability and facilitated the reaction in neat cyclohexane. N−CNDs absorption in beads containing AaeUPO created a 2-in-1 heterogeneous photobiocatalyst that was active for up to seven days under reaction conditions and produced cyclohexanol, 2.5 mM. To increase productivity, the bead size and the photocatalyst-to-enzyme ratio have been identified as promising targets for optimisation.",
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AU - Hobisch, Markus

AU - van Schie, Morten Martinus Cornelis Harald

AU - Kim, Jinhyun

AU - Røjkjær Andersen, Kasper

AU - Alcalde, Miguel

AU - Kourist, Robert

AU - Park, Chan Beum

AU - Hollmann, Frank

AU - Kara, Selin

N1 - Funding Information: Kristian Graf and Henrik Hartvig Kolmos, Department of Molecular Biology of Genetics, are gratefully acknowledged for the construction of screening scale photoreactor. Kim Møller Johansen and Bekir Engin Eser, Department of Engineering, are acknowledged for their technical support in GC analytics. Klaus Koren, Department of Bioscience, is gratefully acknowledged for spectroscopic measurements with Gigahertz‐Optik MSC15. Peter Leon Hagedoorn, Department of Biotechnology, TU Delft, is acknowledged for his technical support in EPR analytics. This project has received funding from the European Union's Horizon 2020 research and innovation program under the Marie Skłodowska‐Curie grant agreement No 764920.

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