One-Step Bioconversion of Fatty Acids into C8-C9 Volatile Aroma Compounds by a Multifunctional Lipoxygenase Cloned from Pyropia haitanensis

J Agric Food Chem. 2018 Feb 7;66(5):1233-1241. doi: 10.1021/acs.jafc.7b05341. Epub 2018 Jan 24.

Abstract

The multifunctional lipoxygenase PhLOX cloned from Pyropia haitanensis was expressed in Escherichia coli with 24.4 mg·L-1 yield. PhLOX could catalyze the one-step bioconversion of C18-C22 fatty acids into C8-C9 volatile organic compounds (VOCs), displaying higher catalytic efficiency for eicosenoic and docosenoic acids than for octadecenoic acids. C20:5 was the most suitable substrate among the tested fatty acids. The C8-C9 VOCs were generated in good yields from fatty acids, e.g., 2E-nonenal from C20:4, and 2E,6Z-nonadienal from C20:5. Hydrolyzed oils were also tested as substrates. The reactions mainly generated 2E,4E-pentadienal, 2E-octenal, and 2E,4E-octadienal from hydrolyzed sunflower seed oil, corn oil, and fish oil, respectively. PhLOX showed good stability after storage at 4 °C for 2 weeks and broad tolerance to pH and temperature. These desirable properties of PhLOX make it a promising novel biocatalyst for the industrial production of volatile aroma compounds.

Keywords: Pyropia haitanensis; aroma; hydroperoxide lyase; lipoxygenase; volatile organic compounds.

MeSH terms

  • Cloning, Molecular
  • Corn Oil / metabolism
  • Enzyme Stability
  • Erucic Acids / metabolism
  • Escherichia coli / genetics
  • Fatty Acids / metabolism*
  • Fatty Acids, Monounsaturated / metabolism
  • Fish Oils / metabolism
  • Gene Expression
  • Hydrogen-Ion Concentration
  • Lipoxygenase / genetics*
  • Lipoxygenase / metabolism*
  • Recombinant Proteins / metabolism*
  • Rhodophyta / enzymology*
  • Rhodophyta / genetics
  • Substrate Specificity
  • Sunflower Oil / metabolism
  • Temperature
  • Volatile Organic Compounds / metabolism*

Substances

  • Erucic Acids
  • Fatty Acids
  • Fatty Acids, Monounsaturated
  • Fish Oils
  • Recombinant Proteins
  • Sunflower Oil
  • Volatile Organic Compounds
  • Corn Oil
  • Lipoxygenase
  • eicosenoic acid