Effect of Methionine on the Thermal Degradation of N-(1-Deoxy-d-fructos-1-yl)-methionine Affecting Browning Formation

J Agric Food Chem. 2021 May 5;69(17):5167-5177. doi: 10.1021/acs.jafc.1c02023. Epub 2021 Apr 23.

Abstract

The effect of additional dl-methionine (Met) on the thermal degradation of a methionine-glucose-derived Amadori rearrangement product (MG-ARP) was investigated under different reaction conditions. The resulting color formation and changes in the concentrations of MG-ARP, Met, and α-dicarbonyl compounds were investigated. Additional Met did not affect the degradation rate of MG-ARP but got involved in subsequent reactions and resulted in a decrease in the contents of C6-α-dicarbonyl compounds. During MG-ARP degradation, the formation of glyoxal (GO) and methylglyoxal (MGO) was facilitated by additional Met, through retro-aldolization reaction of C6-α-dicarbonyl compounds. This effect of Met addition was dependent on the reaction temperature, and the consistent conclusion could be made in a buffer system. The improvement of GO and MGO formation as color precursors caused by the additional Met contributed to the acceleration of browning formation.

Keywords: additional dl-methionine; color development; methionine−glucose-derived Amadori rearrangement product; thermal degradation; α-dicarbonyl compounds.

MeSH terms

  • Glucose
  • Glyoxal
  • Maillard Reaction*
  • Methionine*
  • Pyruvaldehyde

Substances

  • Glyoxal
  • Pyruvaldehyde
  • Methionine
  • Glucose