The Maillard Reaction of DNA with D-Fructose 6-Phosphate

Abstract

The Maillard reaction of DNA with ketoses was investigated. Several days of incubation of D-fructose 6-phosphate with deoxyribonucleotides or with polymer DNA in an aqueous buffer resulted in the formation of chromophores and fluorophores. Aminoguanidine and sodium cyanoborohydride inhibited the formation of fluorophores. Transition metal ions such as Cu2 +, Fe3 +, Fe2 +, or Mn2 + promoted the formation of chromophores and fluorophores. Metal-chelating agents such as DETAPAC, citrate, and Desferal inhibited the formation of fluorophores. Superoxide dismutase and catalase also inhibited the formation of fluorophores. The transition metal ion-catalyzed autoxidation of D-fructose 6-phosphate or of the Heyns rearrangement products were to be partially involved in the glycation of DNA and subsequent formation of chromophores and of fluorophores. © 1991, Japan Society for Bioscience, Biotechnology, and Agrochemistry. All rights reserved.