Application of a thermostable Baeyer-Villiger monooxygenase for the synthesis of branched polyester precursors
| Autor: | Marie A. F. Delgove, Stefaan M. A. De Wildeman, Katrien V. Bernaerts, Matthew T. Elford |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
Chemical reaction engineering
010405 organic chemistry Renewable Energy Sustainability and the Environment General Chemical Engineering Organic Chemistry Substrate (chemistry) 010402 general chemistry 01 natural sciences Pollution Toluene 0104 chemical sciences Inorganic Chemistry Reaction rate chemistry.chemical_compound Fuel Technology chemistry Biocatalysis Organic chemistry Methanol Solubility Waste Management and Disposal Biotechnology Thermostability |
| Zdroj: | Journal of Chemical Technology & Biotechnology. 93:2131-2140 |
| ISSN: | 0268-2575 |
| Popis: | BACKGROUND It is widely accepted that the poor thermostability of Baeyer-Villiger monooxygenases limits their use as biocatalysts for applied biocatalysis in industrial applications. The goal of this study was to investigate the biocatalytic oxidation of 3,3,5-trimethylcyclohexanone using a thermostable cyclohexanone monooxygenase from Thermocrispum municipale (TmCHMO) for the synthesis of branched ϵ-caprolactone derivatives as building blocks for tuned polymeric backbones. In this multi-enzymatic reaction, the thermostable cyclohexanone monooxygenase was fused to a phosphite dehydrogenase (PTDH) in order to ensure co-factor regeneration. RESULTS Using reaction engineering, the reaction rate and product formation of the regio-isomeric branched lactones were improved and the use of co-solvents and the initial substrate load were investigated. Substrate inhibition and poor product solubility were overcome using continuous substrate feeding regimes, as well as a biphasic reaction system with toluene as water-immiscible organic solvent. A maximum volumetric productivity, or space-time-yield, of 1.20 g L-1 h-1 was achieved with continuous feeding of substrate using methanol as co-solvent, while a maximum product concentration of 11.6 g L-1 was achieved with toluene acting as a second phase and substrate reservoir. CONCLUSION These improvements in key process metrics therefore demonstrate progress towards the up-scaled Baeyer-Villiger monooxygenase-biocatalyzed synthesis of the target building blocks for polymer application. © 2018 The Authors. Journal of Chemical Technology & Biotechnology published by John Wiley & Sons Ltd on behalf of Society of Chemical Industry. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Plný text