Kaempferol 3- O-(2‴- O-Sinapoyl-β-sophoroside) Causes the Undesired Bitter Taste of Canola/Rapeseed Protein Isolates

J Agric Food Chem. 2019 Jan 9;67(1):372-378. doi: 10.1021/acs.jafc.8b06260. Epub 2018 Dec 24.

Abstract

By means of activity-guided fractionation using taste dilution analysis, liquid chromatography-tandem mass spectrometry (LC-MS/MS), liquid chromatography-time-of-flight mass spectrometry, one-/two-dimensional nuclear magnetic resonance spectroscopy, LC-MS/MS quantitation, dose-over-threshold considerations, and sensory spiking experiments, kaempferol 3- O-(2‴- O-sinapoyl-β-sophoroside), exhibiting a bitter taste above the low threshold concentration of 3.4 μmol/L, was found for the first time as the key molecule contributing to the unpleasant bitter taste of rapeseed (canola) protein isolates. This finding opens new avenues for a biorefinery approach targeting an off-taste removal.

Keywords: bitter taste; canola; kaempferol 3-O-(2‴-O-sinapoyl-β-sophoroside); rapeseed; taste dilution analysis.

MeSH terms

  • Brassica rapa / chemistry*
  • Chromatography, High Pressure Liquid
  • Flavoring Agents / chemistry*
  • Humans
  • Kaempferols / chemistry*
  • Molecular Structure
  • Plant Proteins / chemistry*
  • Tandem Mass Spectrometry
  • Taste

Substances

  • Flavoring Agents
  • Kaempferols
  • Plant Proteins
  • kaempferol 3-O-sophoroside