Enzymatic routes for the production of mono- and di-glucosylated derivatives of hydroxytyrosol

Bioresour Technol. 2012 Jul:115:79-83. doi: 10.1016/j.biortech.2011.10.073. Epub 2011 Oct 30.

Abstract

In this work, a new eco-friendly procedure for the synthesis of hydroxytyrosol and tyrosol α-glycosidic derivatives was proposed by using the marine α-glucosidase from Aplysia fasciata, and a commercial tyrosinase from mushroom for the bioconversion of tyrosol glycosidic derivatives into the corresponding hydroxytyrosol products. New hydroxytyrosol mono- and di-saccharide derivatives were synthesized at final concentrations of 9.35 and 10.8 g/l of reaction, respectively, and their antioxidant activity was evaluated by DPPH test. The best antioxidant agent resulted the (3,4-dihydroxyphenyl) ethyl-α-D-glucopyranoside; it showed a radical scavenging activity similar to that of the hydroxytyrosol, together with an increased hydrosolubility. This molecule could be a good response to many food industry demands, always in search of cheap antioxidants with nutritional properties to improve the nutritional value and the quality of foods.

MeSH terms

  • Animals
  • Aplysia / enzymology*
  • Biotechnology / methods*
  • Free Radical Scavengers / pharmacology
  • Glycosides / metabolism
  • Glycosylation / drug effects
  • Oxidation-Reduction / drug effects
  • Phenylethyl Alcohol / analogs & derivatives*
  • Phenylethyl Alcohol / metabolism
  • Phenylethyl Alcohol / pharmacology
  • Substrate Specificity / drug effects
  • alpha-Glucosidases / metabolism*

Substances

  • Free Radical Scavengers
  • Glycosides
  • 3,4-dihydroxyphenylethanol
  • 4-hydroxyphenylethanol
  • alpha-Glucosidases
  • Phenylethyl Alcohol