Jump to main content
Jump to site search


Bio-derived production of cinnamyl alcohol via a three step biocatalytic cascade and metabolic engineering

Author affiliations

Abstract

The construction of biocatalytic cascades for the production of chemical precursors is fast becoming one of the most efficient approaches to multi-step synthesis in modern chemistry. However, despite the use of low solvent systems and renewably resourced catalysts in reported examples, many cascades are still dependent on petrochemical starting materials, which as of yet cannot be accessed in a sustainable fashion. Herein, we report the production of the versatile chemical building block cinnamyl alcohol from the primary metabolite and the fermentation product L-phenylalanine. Through the combination of three biocatalyst classes (phenylalanine ammonia lyase, carboxylic acid reductase and alcohol dehydrogenase) the target compound could be obtained in high purity, demonstrable at the 100 mg scale and achieving 53% yield using ambient temperature and pressure in an aqueous solution. This system represents a synthetic strategy in which all components present at time zero are biogenic and thus minimises damage to the environment. Furthermore we extend this biocatalytic cascade by its inclusion in an L-phenylalanine overproducing strain of Escherichia coli. This metabolically engineered strain produces cinnamyl alcohol in mineral media using glycerol and glucose as the carbon sources. This study demonstrates the potential to establish green routes to the synthesis of cinnamyl alcohol from a waste stream such as glycerol derived, for example, from lipase treated biodiesel.

Graphical abstract: Bio-derived production of cinnamyl alcohol via a three step biocatalytic cascade and metabolic engineering

Back to tab navigation

Supplementary files

Publication details

The article was received on 03 Nov 2017, accepted on 12 Dec 2017 and first published on 05 Jan 2018


Article type: Paper
DOI: 10.1039/C7GC03325G
Citation: Green Chem., 2018, Advance Article
  •   Request permissions

    Bio-derived production of cinnamyl alcohol via a three step biocatalytic cascade and metabolic engineering

    E. Klumbys, Z. Zebec, N. J. Weise, N. J. Turner and N. S. Scrutton, Green Chem., 2018, Advance Article , DOI: 10.1039/C7GC03325G

Search articles by author

Spotlight

Advertisements