Kinetic insights into ϵ-caprolactone synthesis: Improvement of an enzymatic cascade reaction

Publikation: Beitrag in FachzeitschriftArtikelForschungPeer-Review

Autoren

  • Christian Scherkus
  • Sandy Schmidt
  • Uwe T. Bornscheuer
  • Harald Gröger
  • Selin Kara
  • Andreas Liese

Externe Organisationen

  • Technische Universität Hamburg (TUHH)
  • Delft University of Technology
  • Universität Greifswald
  • Universität Bielefeld
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Details

OriginalspracheEnglisch
Seiten (von - bis)1215-1221
Seitenumfang7
FachzeitschriftBiotechnology and bioengineering
Jahrgang114
Ausgabenummer6
Frühes Online-Datum23 Jan. 2017
PublikationsstatusVeröffentlicht - 10 Apr. 2017
Extern publiziertJa

Abstract

A computational approach for the simulation and prediction of a linear three-step enzymatic cascade for the synthesis of ϵ-caprolactone (ECL) coupling an alcohol dehydrogenase (ADH), a cyclohexanone monooxygenase (CHMO), and a lipase for the subsequent hydrolysis of ECL to 6-hydroxyhexanoic acid (6-HHA). A kinetic model was developed with an accuracy of prediction for a fed-batch mode of 37% for substrate cyclohexanol (CHL), 90% for ECL, and >99% for the final product 6-HHA. Due to a severe inhibition of the CHMO by CHL, a batch synthesis was shown to be less efficient than a fed-batch approach. In the fed-batch synthesis, full conversion of 100 mM CHL was 28% faster with an analytical yield of 98% compared to 49% in case of the batch synthesis. The lipase-catalyzed hydrolysis of ECL to 6-HHA circumvents the inhibition of the CHMO by ECL enabling a 24% higher product concentration of 6-HHA compared to ECL in case of the fed-batch synthesis without lipase. Biotechnol. Bioeng. 2017;114: 1215–1221.

ASJC Scopus Sachgebiete

Zitieren

Kinetic insights into ϵ-caprolactone synthesis: Improvement of an enzymatic cascade reaction. / Scherkus, Christian; Schmidt, Sandy; Bornscheuer, Uwe T. et al.
in: Biotechnology and bioengineering, Jahrgang 114, Nr. 6, 10.04.2017, S. 1215-1221.

Publikation: Beitrag in FachzeitschriftArtikelForschungPeer-Review

Scherkus C, Schmidt S, Bornscheuer UT, Gröger H, Kara S, Liese A. Kinetic insights into ϵ-caprolactone synthesis: Improvement of an enzymatic cascade reaction. Biotechnology and bioengineering. 2017 Apr 10;114(6):1215-1221. Epub 2017 Jan 23. doi: 10.1002/bit.26258
Scherkus, Christian ; Schmidt, Sandy ; Bornscheuer, Uwe T. et al. / Kinetic insights into ϵ-caprolactone synthesis : Improvement of an enzymatic cascade reaction. in: Biotechnology and bioengineering. 2017 ; Jahrgang 114, Nr. 6. S. 1215-1221.
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abstract = "A computational approach for the simulation and prediction of a linear three-step enzymatic cascade for the synthesis of ϵ-caprolactone (ECL) coupling an alcohol dehydrogenase (ADH), a cyclohexanone monooxygenase (CHMO), and a lipase for the subsequent hydrolysis of ECL to 6-hydroxyhexanoic acid (6-HHA). A kinetic model was developed with an accuracy of prediction for a fed-batch mode of 37% for substrate cyclohexanol (CHL), 90% for ECL, and >99% for the final product 6-HHA. Due to a severe inhibition of the CHMO by CHL, a batch synthesis was shown to be less efficient than a fed-batch approach. In the fed-batch synthesis, full conversion of 100 mM CHL was 28% faster with an analytical yield of 98% compared to 49% in case of the batch synthesis. The lipase-catalyzed hydrolysis of ECL to 6-HHA circumvents the inhibition of the CHMO by ECL enabling a 24% higher product concentration of 6-HHA compared to ECL in case of the fed-batch synthesis without lipase. Biotechnol. Bioeng. 2017;114: 1215–1221.",
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AU - Scherkus, Christian

AU - Schmidt, Sandy

AU - Bornscheuer, Uwe T.

AU - Gröger, Harald

AU - Kara, Selin

AU - Liese, Andreas

N1 - Funding Information: We are grateful to Deutsche Bundesstiftung Umwelt (DBU) for financial support (AZ 13268).

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