3-Deoxyglucosone, an intermediate product of the Maillard reaction

Prog Clin Biol Res. 1989:304:69-84.

Abstract

The Maillard reactions between proteins and glucose or fructose, in 0.2M phosphate buffer (pH 7.4) at 37 degrees C, were investigated and the following results were obtained: 1) 3-deoxyglucosone (3DG) is formed as the major carbonyl intermediate; 2) fructose has a higher reactivity than glucose and 3DG is formed also from fructose without involvement of amino groups; 3) 3DG is a crosslinker responsible for polymerization of proteins; 4) 3DG is involved in the formation of a fluorescent advanced-stage product named "Peak L1" in vitro and in vivo.

MeSH terms

  • Biopolymers
  • Carbohydrate Metabolism
  • Chemical Phenomena
  • Chemistry
  • Deoxy Sugars / metabolism*
  • Deoxyglucose / analogs & derivatives
  • Deoxyglucose / metabolism*
  • Fructose / metabolism
  • Glucose / metabolism
  • Maillard Reaction*
  • Muramidase / metabolism
  • Proteins / metabolism

Substances

  • Biopolymers
  • Deoxy Sugars
  • Proteins
  • Fructose
  • Deoxyglucose
  • Muramidase
  • 3-deoxyglucosone
  • Glucose