Impact of rapeseed press-cake on Maillard reaction in a cookie model system

Food Chem. 2018 Mar 15:243:365-372. doi: 10.1016/j.foodchem.2017.09.153. Epub 2017 Sep 30.

Abstract

Rapeseed press-cake (RPC) is a byproduct of rapeseed oil production, rich in proteins and fiber. The aim of this study was to investigate the impact of cold pressed RPC, RPC fiber isolate and RPC alkaline extract on the formation of acrylamide and 5-hydroxymethylfufural (HMF) in cookies. Both compounds were influenced by the ingredients: the addition of RPC led to a significant dose-dependent increase of HMF in the cookies and to an increase of acrylamide up to 66.9%. On the contrary, acrylamide concentration was reduced down to 39.6% in presence of the alkaline extract and down to 4.4% in the presence of the fiber extract. The Michael addition of free amino acids to acrylamide was further investigated by high-resolution mass spectrometry (HRMS) revealing that cysteine was the preferred nucleophile for acrylamide elimination.

Keywords: 5-Hydroxymethylfurfural; 5-Hydroxymethylfurfural (PubChem CID: 237332); Acrylamide; Acrylamide (PubChem CID: 6579); Acrylamide-d3 (PubChem CID: 12209671); Maillard reaction; Michael addition; Rapeseed press-cake.

MeSH terms

  • Acrylamide / chemistry*
  • Amino Acids / chemistry
  • Brassica rapa / chemistry*
  • Cooking / methods
  • Cysteine / chemistry
  • Dietary Fiber / analysis
  • Furaldehyde / analogs & derivatives*
  • Furaldehyde / chemistry
  • Maillard Reaction*
  • Mass Spectrometry
  • Plant Extracts / chemistry
  • Proteins / analysis
  • Proteins / chemistry

Substances

  • Amino Acids
  • Dietary Fiber
  • Plant Extracts
  • Proteins
  • Acrylamide
  • 5-hydroxymethylfurfural
  • Furaldehyde
  • Cysteine