A coenzyme-independent decarboxylase/oxygenase cascade for the efficient synthesis of vanillin

Chembiochem. 2014 Oct 13;15(15):2248-54. doi: 10.1002/cbic.201402215. Epub 2014 Aug 27.

Abstract

Vanillin is one of the most widely used flavor compounds in the world as well as a promising versatile building block. The biotechnological production of vanillin from plant-derived ferulic acid has attracted much attention as a new alternative to chemical synthesis. One limitation of the known metabolic pathway to vanillin is its requirement for expensive coenzymes. Here, we developed a novel route to vanillin from ferulic acid that does not require any coenzymes. This artificial pathway consists of a coenzyme-independent decarboxylase and a coenzyme-independent oxygenase. When Escherichia coli cells harboring the decarboxylase/oxygenase cascade were incubated with ferulic acid, the cells efficiently synthesized vanillin (8.0 mM, 1.2 g L(-1) ) via 4-vinylguaiacol in one pot, without the generation of any detectable aromatic by-products. The efficient method described here might be applicable to the synthesis of other high-value chemicals from plant-derived aromatics.

Keywords: biocatalysis; cascade reaction; decarboxylation; oxidation; sustainable chemistry.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzaldehydes / chemistry
  • Benzaldehydes / metabolism*
  • Carboxy-Lyases / genetics
  • Carboxy-Lyases / metabolism*
  • Coenzymes
  • Escherichia coli / cytology
  • Escherichia coli / metabolism
  • Hydrogen-Ion Concentration
  • Molecular Structure
  • Oxygenases / genetics
  • Oxygenases / metabolism*

Substances

  • Benzaldehydes
  • Coenzymes
  • vanillin
  • Oxygenases
  • Carboxy-Lyases