Efficient synthesis of rebaudioside D2 through UGT94D1-catalyzed regio-selective glycosylation

Carbohydr Res. 2022 Dec:522:108687. doi: 10.1016/j.carres.2022.108687. Epub 2022 Sep 29.

Abstract

Steviol glycosides have been widely applied as new sweeteners in food, beverages, health care, and daily chemical industry owing to the properties of high-intensity sweetness, low calorie, and good physiological characteristics. However, most of steviol glycosides have a bitter taste. Their organoleptic properties can be effectively improved by modifying the linked glycosyl units. In this study, UGT94D1, a uridine diphosphate-dependent glycosyltransferase from Sesamum indicum, was reported to selectively glycosylate rebaudioside A (Reb A) for the synthesis of rebaudioside D2 (Reb D2). Furthermore, a cascade reaction system was constructed to synthesize Reb D2 with 94.66% yield by coupling UGT94D1 with sucrose synthase AtSuSy from Arabidopsis thaliana. Thus, our study not only introduced a practical method for the synthesis of steviol glycosides but also provided the possibility for further exploration of Reb D2.

Keywords: Glycosyltransferase; Rebaudioside A; Rebaudioside D2; Steviol glycoside; UGT94D1.

MeSH terms

  • Catalysis
  • Diterpenes, Kaurane* / chemistry
  • Glucosides / chemistry
  • Glycosylation
  • Stevia* / chemistry

Substances

  • steviol
  • Diterpenes, Kaurane
  • stevioside
  • Glucosides