Stable Isotope Tracer to Reveal the Interconversion between 3-Monochloro-1,2-propanediol Ester and Glycidyl Ester during the Deodorization Process

J Agric Food Chem. 2022 Dec 21;70(50):15955-15961. doi: 10.1021/acs.jafc.2c06706. Epub 2022 Dec 8.

Abstract

In this study, the effects of the deodorization process on the interconversion between 3-monochloro-1,2-propanediol ester (3-MCPDE) and glycidyl ester (GE) using 3-MCPDE or GE standards containing deuterium-labeled palmitic acid (*P), oleic acid (*O), or linoleic acid (*L) were examined. Deuterium-labeled 3-MCPDE or GE was added to palm oil then deodorized at 250 °C for 20, 40, or 60 min. In the 3-MCPDE-spiked palm oil, the deuterium-labeled 3-MCPDE content decreased with deodorization time. Moreover, GE containing *P or *O was detected, but there was no GE containing *L in the 3-MCPDE-spiked palm oil. In the GE-spiked oil, GE containing *O or *L decreased with deodorization time, but the content of GE containing *P did not change over the time. Furthermore, deuterium-labeled 3-MCPDE was not detected in the GE-spiked oil. These results suggest that 3-MCPDE is converted into GE and that fatty acid species bound to 3-MCPDE or GE may affect their interconversion.

Keywords: 3-monochloro-1,2-propanediol ester; deodorization; glycidyl ester; stable isotope.

MeSH terms

  • Deuterium
  • Esters
  • Palm Oil
  • Plant Oils
  • Propylene Glycol*
  • alpha-Chlorohydrin*

Substances

  • Palm Oil
  • Propylene Glycol
  • Esters
  • Deuterium
  • alpha-Chlorohydrin
  • 1,3-propanediol
  • Plant Oils