Effect of Sodium Chloride on alpha-Dicarbonyl Compound and 5-Hydroxymethyl-2-furfural Formations from Glucose under Caramelization Conditions: A Multiresponse Kinetic Modeling Approach

KOCADAĞLI T., GÖKMEN V.

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, vol.64, no.32, pp.6333-6342, 2016 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 64 Issue: 32
  • Publication Date: 2016
  • Doi Number: 10.1021/acs.jafc.6b01862
  • Journal Name: JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.6333-6342
  • Keywords: caramelization, 3-deoxyglucosone, alpha-dicarbonyl compounds, glucose degradation, 5-hydroxymethyl-2-furfural, multiresponse kinetic modeling, sodium chloride, MAILLARD REACTION, AMADORI REARRANGEMENT, ACRYLAMIDE FORMATION, SUCROSE, DEGRADATION, PYROLYSIS, FOOD, 5-(HYDROXYMETHYL)-2-FURALDEHYDE, CARAMELISATION, ALPHA-BET(A)
  • Hacettepe University Affiliated: Yes

Abstract

This study aimed to investigate the kinetics of alpha-dicarbonyl compound formation in glucose and glucose-sodium chloride mixture during heating under caramelization conditions. Changes in the concentrations of glucose, fructose, glucosone, 1-deoxyglucosone, 3-deoxyglucosone, 3,4-dideoxyglucosone, 5-hyciroXymethyl-2-furfural (HMF), glyoxal, methylglyoxal, and diacetyl were determined. A comprehensive reaction network was built, and the multiresponse model was compared to the experimentally observed data. Interconversion between-ghicose and fructose became 2.5 times faster in the presence of NaCl at 180 and 200 degrees C. The effect of NaCl on the rate constants of alpha-dicarbonyl compound formation varied across the precursor and the compound itself and temperature. A decrease in rate constants of 3-deoxyglucosone and 1-deoxyglucosone formations by the presence of NaCl was observed. HMF formation was revealed to be mainly via isomerization to fructose and dehydration over cyclic intermediates, and the rate constants increase 4-fold in the presence of NaCl.