Action of phytosterols on thermally induced trans fatty acids in peanut oil

Food Chem. 2021 May 15:344:128637. doi: 10.1016/j.foodchem.2020.128637. Epub 2020 Nov 16.

Abstract

The effects of six phytosterols on thermally induced trans fatty acids (TFAs) in peanut oil were investigated. Peanut oil, triolein, trilinolein and trilinolenin heated at 180 °C for 12 and 24 h with or without phytosterols were analyzed by GC-FID. The atomic net charge distribution, frontier molecular orbital energy (FMOE), and bond dissociation energy (BDE) of six phytosterols were calculated by density functional theory. Results showed that six phytosterols inhibited the formation of trans oleic acid, trans linoleic acids, trans linolenic acids, and total TFAs. The anti-isomerization effects of phytosterols were mainly associated with hydroxyl site activities, which were affected by the double bond position in the main skeleton of cyclopentane tetrahydrophenanthrene and the number of double bonds on the C17 branch chain. The FMOE difference and BDE of phytosterol molecules were closely related to their anti-isomerization rates. The anti-isomerization mechanisms of phytosterols on TFAs in peanut oil were proposed.

Keywords: Density functional theory; Heat treatment; Peanut oil; Phytosterols; Trans fatty acids.

MeSH terms

  • Chromatography, Gas
  • Density Functional Theory
  • Hot Temperature
  • Isomerism
  • Oleic Acid / chemistry
  • Peanut Oil / chemistry*
  • Phytosterols / chemistry*
  • Trans Fatty Acids / chemistry*
  • Triglycerides / chemistry
  • Triolein / chemistry

Substances

  • Peanut Oil
  • Phytosterols
  • Trans Fatty Acids
  • Triglycerides
  • Triolein
  • Oleic Acid
  • trilinolenin
  • trilinolein