Molecularization of Bitter Off-Taste Compounds in Pea-Protein Isolates (Pisum sativum L.)

J Agric Food Chem. 2020 Sep 23;68(38):10374-10387. doi: 10.1021/acs.jafc.9b06663. Epub 2020 Jan 16.

Abstract

Activity-guided fractionations, combined with taste dilution analyses (TDA), were performed to locate the key compounds contributing to the bitter off-taste of pea-protein isolates (Pisum sativum L.). Purification of the compounds perceived with the highest sensory impact, followed by 1D/2D-NMR, (LC-)MS/MS, LC-TOF-MS, and MSE experiments, led to the identification of 14 lipids and lipid oxidation products, namely, 9,10,13-trihydroxyoctadec-12-enoic acid, 9,12,13-trihydroxyoctadec-10-enoic acid, 9,10,11-trihydroxyoctadec-12-enoic, 11,12,13-trihydroxyoctadec-9-enoic acid, (10E,12E)-9-hydroxyoctadeca-10,12-dienoic acid, (9Z,11E)-13-hydroxyoctadeca-9,11-dienoic acid, (9E,11E)-13-hydroxyoctadeca-9,11-dienoic acid, 1-linoleoyl glycerol, α-linolenic acid, 2-hydroxypalmitic acid, 2-hydroxyoleic acid, linoleic acid, (9Z,11E)-13-oxooctadeca-9,11-dienoic acid, and octacosa-6,9,19,22-tetraen. Herein, we present the isolation, structure determination, and sensory activity of these molecules. Depending on their structure, the isolated compounds showed human bitter recognition thresholds between 0.06 and 0.99 mmol/L in water.

Keywords: Pisum sativum; bitter taste; fatty acids; lipids; oxylipins; pea; sensomics; taste dilution analysis.

MeSH terms

  • Adult
  • Female
  • Flavoring Agents / chemistry*
  • Flavoring Agents / isolation & purification
  • Flavoring Agents / metabolism
  • Humans
  • Magnetic Resonance Spectroscopy
  • Male
  • Pea Proteins / chemistry*
  • Pea Proteins / isolation & purification
  • Pea Proteins / metabolism
  • Pisum sativum / chemistry*
  • Pisum sativum / metabolism
  • Tandem Mass Spectrometry
  • Taste
  • Young Adult

Substances

  • Flavoring Agents
  • Pea Proteins