New glycerol glycosides in sake formed by Aspergillus oryzae α-glucosidase A

  • 0Graduate School of Integrated Pharmaceutical and Nutritional Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan.

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Summary

This summary is machine-generated.

Sake contains novel glycosides, including up to four glucose units linked to glycerol, identified using LC-MS and NMR. One major compound, alpha-isomaltosylglycerol (α-iMG), is prevalent in commercial sake.

Area Of Science

  • Food Chemistry
  • Biochemistry
  • Enzymology

Background

  • Sake production involves Aspergillus oryzae's alpha-glucosidase, which creates unique glycosides.
  • These glycosides influence sake's flavor and may possess beneficial biological activities.

Purpose Of The Study

  • To identify novel transglycosylation products in sake.
  • To characterize the structure and prevalence of these newly identified compounds.

Main Methods

  • Liquid chromatography-mass spectrometry (LC-MS) for detecting and identifying glycosides.
  • In vitro transglycosylation experiments using recombinant alpha-glucosidase A (AgdA).
  • Nuclear magnetic resonance (NMR) spectroscopy for structural elucidation.

Main Results

  • Discovery of diglucopyranosylglycerol, triglucopyranosylglycerol, and tetraglucopyranosylglycerol in sake, representing the first observation of such long glucose chains.
  • Absence of these compounds in sake brewed with AgdA-disrupted Aspergillus oryzae.
  • Identification of alpha-isomaltosylglycerol (α-iMG) as a major in vitro synthesis product.
  • Detection of α-iMG in commercial sake at an average concentration of 1095 ppm.

Conclusions

  • The identified glycosides are transglycosylation products of glycerol and glucose units formed by Aspergillus oryzae's alpha-glucosidase.
  • Alpha-isomaltosylglycerol (α-iMG) is a common component in commercial sake, marking its first reported occurrence in food and beverages.

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