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

Jikai Zhao, Zhuo Wang, Qing Jin, Danyi Feng, Juhee Lee

Journal: Journal of agricultural and food chemistry 2023;71(10):4228-4234

PMID: 36867179

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.

Address: School of Earth, Environmental, and Marine Sciences, University of Texas Rio Grande Valley, Edinburg, Texas 78539, United States.; Department of Biology, University of Texas Rio Grande Valley, Edinburg, Texas 78539, United States.; Department of Chemistry, Oklahoma State University, Stillwater, Oklahoma 74078, United States.; School of Food and Agriculture, University of Maine, Orono, Maine 04469, United States.; Department of Civil and Environmental Engineering, University of Wisconsin─Madison, Madison, Wisconsin 53706, United States.; School of Earth, Environmental, and Marine Sciences, University of Texas Rio Grande Valley, Edinburg, Texas 78539, United States.

Link outs

Free resources

Subscription / membership required

Bant logo

© Copyright 2026, Nutrition Evidence

NED wishes to thank the following organisations for their support:

We use cookies to improve your experience and analyze site traffic with Google Analytics. By continuing to use our site, you agree to our use of cookies. Learn more.