High-Yield Synthesis of Transglycosylated Mogrosides Improves the Flavor Profile of Monk Fruit Extract Sweeteners

J Agric Food Chem. 2021 Jan 27;69(3):1011-1019. doi: 10.1021/acs.jafc.0c07267. Epub 2021 Jan 11.

Abstract

Luo Han Guo fruit extract (Siraitia grosvenorii), mainly composed of mogroside V (50%), could be considered a suitable alternative to free sugars; however, its commercial applications are limited by its unpleasant off-notes. In the present work, a central composite design method was employed to optimize the transglycosylation of a mogroside extract using cyclodextrin glucosyltransferases (CGTases) from three different bacteriological sources (Paenibacillus macerans, Geobacillus sp., and Thermoanaerobacter sp.) considering various experimental parameters such as maltodextrin and mogroside concentration, temperature, time of reaction, enzymatic activity, and pH. Product structures were determined by liquid chromatography coupled to a diode-array detector (LC-DAD), liquid chromatography-electrospray ionization-mass spectrometry (LC-ESI-MS), and matrix-assisted laser desorption ionization time-of-flight mass spectrometry (MALDI-TOF MS). Sensory analysis of glucosylated mogrosides showed an improvement in flavor attributes relevant to licorice flavor and aftereffect. Consequently, an optimum methodology was developed to produce new modified mogrosides more suitable when formulating food products as free sugar substitutes.

Keywords: CGTase; glycosylation; mogroside V; sensorial profile; sweetener.

MeSH terms

  • Bacterial Proteins / chemistry*
  • Biocatalysis
  • Chromatography, High Pressure Liquid
  • Cucurbitaceae / chemistry*
  • Fruit / chemistry
  • Geobacillus / enzymology
  • Glucosides / biosynthesis*
  • Glucosides / chemistry
  • Glucosyltransferases / chemistry*
  • Paenibacillus / enzymology
  • Plant Extracts / chemical synthesis
  • Plant Extracts / chemistry*
  • Spectrometry, Mass, Electrospray Ionization
  • Sweetening Agents / chemical synthesis*
  • Sweetening Agents / chemistry
  • Thermoanaerobacter / enzymology

Substances

  • Bacterial Proteins
  • Glucosides
  • Plant Extracts
  • Sweetening Agents
  • Glucosyltransferases

Supplementary concepts

  • Paenibacillus macerans