Synthesis and evaluation of odour-active methionyl esters of fatty acids via esterification and transesterification of butter oil

Food Chem. 2014 Feb 15:145:796-801. doi: 10.1016/j.foodchem.2013.08.124. Epub 2013 Sep 7.

Abstract

Methionol-derived fatty acid esters were synthesised by both chemical and lipase catalysed esterification between fatty acids and methionol. Beneficial effects of both methods were compared qualitatively and quantitatively by GC-MS/GC-FID results. And the high acid and heat stability of our designed methionyl esters meet the requirement of the food industry. Most importantly, the sensory test showed that fatty acid carbon-chain length had an important effect on the flavour attributes of methionyl esters. Moreover, through Lipozyme TL IM-mediated transesterification, valuable methionol-derived esters were synthesised from the readily available natural material butter oil as the fatty acid source. The conversion of methionol and yield of each methionyl ester were also elucidated by GC-MS-FID.

Keywords: Lipase; Methionyl ester; Sulfur-containing flavours.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Butter / analysis
  • Enzymes, Immobilized / metabolism
  • Esterification
  • Eurotiales / enzymology
  • Fatty Acids / chemistry*
  • Fatty Acids / metabolism
  • Flame Ionization
  • Flavoring Agents / chemical synthesis
  • Flavoring Agents / chemistry*
  • Flavoring Agents / metabolism
  • Food Additives / chemical synthesis
  • Food Additives / chemistry*
  • Food Additives / metabolism
  • Fungal Proteins / metabolism
  • Gas Chromatography-Mass Spectrometry
  • Hot Temperature
  • Humans
  • Hydrogen-Ion Concentration
  • Indicators and Reagents / chemistry*
  • Indicators and Reagents / metabolism
  • Lipase / metabolism
  • Molecular Structure
  • Propanols / chemistry*
  • Propanols / metabolism
  • Sulfides / chemistry*
  • Sulfides / metabolism
  • Taste
  • Volatile Organic Compounds / chemical synthesis
  • Volatile Organic Compounds / chemistry*
  • Volatile Organic Compounds / metabolism

Substances

  • Enzymes, Immobilized
  • Fatty Acids
  • Flavoring Agents
  • Food Additives
  • Fungal Proteins
  • Indicators and Reagents
  • Propanols
  • Sulfides
  • Volatile Organic Compounds
  • Butter
  • Lipozyme
  • Lipase
  • methionol