Biotechnological Production of Methyl-Branched Aldehydes

J Agric Food Chem. 2018 Mar 14;66(10):2387-2392. doi: 10.1021/acs.jafc.6b04793. Epub 2016 Dec 8.

Abstract

A number of methyl-branched aldehydes impart interesting flavor impressions, and especially 12-methyltridecanal is a highly sought after flavoring compound for savory foods. Its smell is reminiscent of cooked meat and tallow. For the biotechnological production of 12-methyltridecanal, the literature was screened for fungi forming iso-fatty acids. Suitable organisms were identified and successfully grown in submerged cultures. The culture medium was optimized to increase the yields of branched fatty acids. A recombinant carboxylic acid reductase was used to reduce 12-methyltridecanoic acid to 12-methyltridecanal. The efficiency of whole-cell catalysis was compared to that of the purified enzyme preparation. After lipase-catalyzed hydrolysis of the fungal lipid extracts, the released fatty acids were converted to the corresponding aldehydes, including 12-methyltridecanal and 12-methyltetradecanal.

Keywords: 12-methyltridecanal; 12-methyltridecanoic acid; Conidiobolus heterosporus; biotransformation; carboxylic acid reductase; flavor.

MeSH terms

  • Aldehydes / chemistry
  • Aldehydes / metabolism*
  • Biotechnology
  • Biotransformation
  • Conidiobolus / enzymology*
  • Conidiobolus / growth & development
  • Conidiobolus / metabolism
  • Fatty Acids / chemistry
  • Fatty Acids / metabolism
  • Flavoring Agents / chemistry
  • Flavoring Agents / metabolism
  • Fungal Proteins / chemistry
  • Fungal Proteins / metabolism*
  • Oxidoreductases / chemistry
  • Oxidoreductases / metabolism*

Substances

  • Aldehydes
  • Fatty Acids
  • Flavoring Agents
  • Fungal Proteins
  • Oxidoreductases
  • carboxylic acid reductase