Access to lactone building blocks via horse liver alcohol dehydrogenase-catalyzed oxidative lactonization

Research output: Contribution to journalArticleResearchpeer review

Authors

  • Selin Kara
  • Dominik Spickermann
  • Joerg H. Schrittwieser
  • Andrea Weckbecker
  • Christian Leggewie
  • Isabel W.C.E. Arends
  • Frank Hollmann

External Research Organisations

  • Delft University of Technology
  • evoxx technologies GmbH
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Details

Original languageEnglish
Pages (from-to)2436-2439
Number of pages4
JournalACS catalysis
Volume3
Issue number11
Early online date20 Sept 2013
Publication statusPublished - 1 Nov 2013
Externally publishedYes

Abstract

The oxidative lactonization of 1,4-, 1,5-, and 1,6-diols using horse liver alcohol dehydrogenase (HLADH) is reported. Molecular oxygen was used as terminal electron acceptor by utilization of the laccase-mediator concept to regenerate the oxidized nicotinamide cofactor and producing water as sole byproduct. Spontaneous hydrolysis of the lactone products was identified as a major limiting factor toward preparative application of the system, which can be alleviated by using a two liquid phase approach to extracting the product into an organic solvent.

Keywords

    alcohol dehydrogenase, biocatalysis, chemoenzymatic cascades, cofactor regeneration, laccase-mediator system, lactones, two liquid phase systems

ASJC Scopus subject areas

Cite this

Access to lactone building blocks via horse liver alcohol dehydrogenase-catalyzed oxidative lactonization. / Kara, Selin; Spickermann, Dominik; Schrittwieser, Joerg H. et al.
In: ACS catalysis, Vol. 3, No. 11, 01.11.2013, p. 2436-2439.

Research output: Contribution to journalArticleResearchpeer review

Kara, S, Spickermann, D, Schrittwieser, JH, Weckbecker, A, Leggewie, C, Arends, IWCE & Hollmann, F 2013, 'Access to lactone building blocks via horse liver alcohol dehydrogenase-catalyzed oxidative lactonization', ACS catalysis, vol. 3, no. 11, pp. 2436-2439. https://doi.org/10.1021/cs400535c
Kara, S., Spickermann, D., Schrittwieser, J. H., Weckbecker, A., Leggewie, C., Arends, I. W. C. E., & Hollmann, F. (2013). Access to lactone building blocks via horse liver alcohol dehydrogenase-catalyzed oxidative lactonization. ACS catalysis, 3(11), 2436-2439. https://doi.org/10.1021/cs400535c
Kara S, Spickermann D, Schrittwieser JH, Weckbecker A, Leggewie C, Arends IWCE et al. Access to lactone building blocks via horse liver alcohol dehydrogenase-catalyzed oxidative lactonization. ACS catalysis. 2013 Nov 1;3(11):2436-2439. Epub 2013 Sept 20. doi: 10.1021/cs400535c
Kara, Selin ; Spickermann, Dominik ; Schrittwieser, Joerg H. et al. / Access to lactone building blocks via horse liver alcohol dehydrogenase-catalyzed oxidative lactonization. In: ACS catalysis. 2013 ; Vol. 3, No. 11. pp. 2436-2439.
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AU - Spickermann, Dominik

AU - Schrittwieser, Joerg H.

AU - Weckbecker, Andrea

AU - Leggewie, Christian

AU - Arends, Isabel W.C.E.

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KW - chemoenzymatic cascades

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KW - two liquid phase systems

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