Isomerization of Galactose to Tagatose: Recent Advances in Non-enzymatic Isomerization

J Agric Food Chem. 2023 Mar 15;71(10):4228-4234. doi: 10.1021/acs.jafc.3c00095. Epub 2023 Mar 3.

Abstract

The valorization of galactose derived from acid whey to low-calorie tagatose has gained increasing attention. Enzymatic isomerization is of great interest but faces several challenges, such as poor thermal stability of enzymes and a long processing time. In this work, non-enzymatic (supercritical fluids, triethylamine, arginine, boronate affinity, hydrotalcite, Sn-β zeolite, and calcium hydroxide) pathways for galactose to tagatose isomerization were critically discussed. Unfortunately, most of these chemicals showed poor tagatose yields (<30%), except for calcium hydroxide (>70%). The latter is able to form a tagatose-calcium hydroxide-water complex, which stimulates the equilibrium toward tagatose and prevents sugar degradation. Nevertheless, the excessive use of calcium hydroxide may pose challenges in terms of economic and environmental feasibility. Moreover, the proposed mechanisms for the base (enediol intermediate) and Lewis acid (hydride shift between C-2 and C-1) catalysis of galactose were elucidated. Overall, it is crucial to explore novel and effective catalysts as well as integrated systems for isomerizing of galactose to tagatose.

Keywords: catalysis; galactose; isomerization; tagatose.

Publication types

  • Review

MeSH terms

  • Aldose-Ketose Isomerases* / metabolism
  • Calcium Hydroxide
  • Galactose* / metabolism
  • Hexoses / metabolism
  • Isomerism

Substances

  • tagatose
  • Galactose
  • Calcium Hydroxide
  • Aldose-Ketose Isomerases
  • Hexoses