Synthesis of Prebiotic Caramels Catalyzed by Ion-Exchange Resin Particles: Kinetic Model for the Formation of Di-d-fructose Dianhydrides

J Agric Food Chem. 2018 Feb 21;66(7):1693-1700. doi: 10.1021/acs.jafc.7b04868. Epub 2018 Feb 12.

Abstract

Caramel enriched in di-d-fructose dianhydrides (DFAs, a family of prebiotic cyclic fructodisaccharides) is a functional food with beneficial properties for health. The aim of this work was to study the conversion of fructose into DFAs catalyzed by acid ion-exchange resin, in order to establish a simplified mechanism of the caramelization reaction and a kinetic model for DFA formation. Batch reactor experiments were carried out in a 250 mL spherical glass flask and afforded up to 50% DFA yields. The mechanism proposed entails order 2 reactions that describe fructose conversion on DFAs or formation of byproducts such as HMF or melanoidines. A third order 1 reaction defines DFA transformation into fructosyl-DFAs or fructo-oligosaccharides. The influence of fructose concentration, resin loading and temperature was studied to calculate the kinetic parameters necessary to scale up the process.

Keywords: difructose dianhydride; fructose; heterogeneous catalysis; kinetic law; prebiotic caramel.

MeSH terms

  • Candy / analysis*
  • Carbohydrates
  • Disaccharides / chemistry*
  • Fructose / chemistry*
  • Ion Exchange Resins / chemistry*
  • Kinetics
  • Prebiotics / analysis*
  • Temperature

Substances

  • Carbohydrates
  • Disaccharides
  • Ion Exchange Resins
  • Prebiotics
  • caramel coloring
  • Fructose