Oxidative Decarboxylation of Short-Chain Fatty Acids to 1-Alkenes

Angew Chem Int Ed Engl. 2015 Jul 20;54(30):8819-22. doi: 10.1002/anie.201502925. Epub 2015 Jun 11.

Abstract

The enzymatic oxidative decarboxylation of linear short-chain fatty acids (C4:0-C9:0) employing the P450 monooxygenase OleT, O2 as the oxidant, and NAD(P)H as the electron donor gave the corresponding terminal C3 to C8 alkenes with product titers of up to 0.93 g L(-1) and TTNs of >2000. Key to this process was the construction of an efficient electron-transfer chain employing putidaredoxin CamAB in combination with NAD(P)H recycling at the expense of glucose, formate, or phosphite. This system allows for the biocatalytic production of industrially important 1-alkenes, such as propene and 1-octene, from renewable resources for the first time.

Keywords: 1-alkenes; OleT; biocatalysis; fatty acids; oxidative decarboxylation.

MeSH terms

  • Alkenes / metabolism*
  • Decarboxylation
  • Fatty Acids / metabolism*
  • Ferredoxins / metabolism
  • NAD / metabolism
  • Oxidation-Reduction
  • Oxygen / metabolism
  • Oxygenases / metabolism*
  • Substrate Specificity

Substances

  • Alkenes
  • Fatty Acids
  • Ferredoxins
  • NAD
  • putidaredoxin
  • Oxygenases
  • Oxygen