Implementation of an Enzyme Membrane Reactor to Intensify the α-<i>O</i>-Glycosylation of Resveratrol Using Cyclodextrins

The <i>O</i>-glycosylation of resveratrol increases both its solubility in water and its bioavailability while preventing its oxidation, allowing a more efficient use of this molecule as a bioactive ingredient in pharmaceutical and cosmetic applications. Resveratrol <i>O</i>-...

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Main Authors: Irina Ioannou, Eduardo Barboza, Gaëlle Willig, Thomas Marié, Andreïa Texeira, Pierre Darme, Jean-Hugues Renault, Florent Allais
Format: Article
Language:English
Published: MDPI AG 2021-04-01
Series:Pharmaceuticals
Subjects:
Online Access:https://www.mdpi.com/1424-8247/14/4/319
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author Irina Ioannou
Eduardo Barboza
Gaëlle Willig
Thomas Marié
Andreïa Texeira
Pierre Darme
Jean-Hugues Renault
Florent Allais
author_facet Irina Ioannou
Eduardo Barboza
Gaëlle Willig
Thomas Marié
Andreïa Texeira
Pierre Darme
Jean-Hugues Renault
Florent Allais
author_sort Irina Ioannou
collection DOAJ
description The <i>O</i>-glycosylation of resveratrol increases both its solubility in water and its bioavailability while preventing its oxidation, allowing a more efficient use of this molecule as a bioactive ingredient in pharmaceutical and cosmetic applications. Resveratrol <i>O</i>-glycosides can be obtained by enzymatic reactions. Recent developments have made it possible to selectively obtain resveratrol α-glycosides from the β-cyclodextrin–resveratrol complex in water with a yield of 35%. However, this yield is limited by the partial hydrolysis of the resveratrol glycosides produced during the reaction. In this study, we propose to intensify this enzymatic reaction by coupling the enzymatic reactor to a membrane process. Firstly, membrane screening was carried out at the laboratory scale and led to the choice of a GE polymeric membrane with a cut-off of 1 kDa. This membrane allowed the retention of 65% of the β-cyclodextrin–resveratrol complex in the reaction medium and the transfer of 70% of the resveratrol α-<i>O</i>-glycosides in the permeate. In a second step, this membrane was used in an enzymatic membrane reactor and improved the yield of the enzymatic glycosylation up to 50%.
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spelling doaj.art-0b802a4449fd4330a38d3ed7b98a4eba2023-11-21T13:52:52ZengMDPI AGPharmaceuticals1424-82472021-04-0114431910.3390/ph14040319Implementation of an Enzyme Membrane Reactor to Intensify the α-<i>O</i>-Glycosylation of Resveratrol Using CyclodextrinsIrina Ioannou0Eduardo Barboza1Gaëlle Willig2Thomas Marié3Andreïa Texeira4Pierre Darme5Jean-Hugues Renault6Florent Allais7URD ABI (Industrial Agro-Biotechnologies), CEBB, AgroParisTech, 51110 Pomacle, FranceURD ABI (Industrial Agro-Biotechnologies), CEBB, AgroParisTech, 51110 Pomacle, FranceURD ABI (Industrial Agro-Biotechnologies), CEBB, AgroParisTech, 51110 Pomacle, FranceURD ABI (Industrial Agro-Biotechnologies), CEBB, AgroParisTech, 51110 Pomacle, FranceURD ABI (Industrial Agro-Biotechnologies), CEBB, AgroParisTech, 51110 Pomacle, FranceUniversité de Reims Champagne Ardenne, ESCAPE EA 7510, 51097 Reims, FranceUniversité de Reims Champagne Ardenne, CNRS, ICMR UMR 7312, 51097 Reims, FranceURD ABI (Industrial Agro-Biotechnologies), CEBB, AgroParisTech, 51110 Pomacle, FranceThe <i>O</i>-glycosylation of resveratrol increases both its solubility in water and its bioavailability while preventing its oxidation, allowing a more efficient use of this molecule as a bioactive ingredient in pharmaceutical and cosmetic applications. Resveratrol <i>O</i>-glycosides can be obtained by enzymatic reactions. Recent developments have made it possible to selectively obtain resveratrol α-glycosides from the β-cyclodextrin–resveratrol complex in water with a yield of 35%. However, this yield is limited by the partial hydrolysis of the resveratrol glycosides produced during the reaction. In this study, we propose to intensify this enzymatic reaction by coupling the enzymatic reactor to a membrane process. Firstly, membrane screening was carried out at the laboratory scale and led to the choice of a GE polymeric membrane with a cut-off of 1 kDa. This membrane allowed the retention of 65% of the β-cyclodextrin–resveratrol complex in the reaction medium and the transfer of 70% of the resveratrol α-<i>O</i>-glycosides in the permeate. In a second step, this membrane was used in an enzymatic membrane reactor and improved the yield of the enzymatic glycosylation up to 50%.https://www.mdpi.com/1424-8247/14/4/319process intensificationenzyme membrane reactorenzymatic <i>O</i>-glycosylationcyclodextrinsresveratrol
spellingShingle Irina Ioannou
Eduardo Barboza
Gaëlle Willig
Thomas Marié
Andreïa Texeira
Pierre Darme
Jean-Hugues Renault
Florent Allais
Implementation of an Enzyme Membrane Reactor to Intensify the α-<i>O</i>-Glycosylation of Resveratrol Using Cyclodextrins
Pharmaceuticals
process intensification
enzyme membrane reactor
enzymatic <i>O</i>-glycosylation
cyclodextrins
resveratrol
title Implementation of an Enzyme Membrane Reactor to Intensify the α-<i>O</i>-Glycosylation of Resveratrol Using Cyclodextrins
title_full Implementation of an Enzyme Membrane Reactor to Intensify the α-<i>O</i>-Glycosylation of Resveratrol Using Cyclodextrins
title_fullStr Implementation of an Enzyme Membrane Reactor to Intensify the α-<i>O</i>-Glycosylation of Resveratrol Using Cyclodextrins
title_full_unstemmed Implementation of an Enzyme Membrane Reactor to Intensify the α-<i>O</i>-Glycosylation of Resveratrol Using Cyclodextrins
title_short Implementation of an Enzyme Membrane Reactor to Intensify the α-<i>O</i>-Glycosylation of Resveratrol Using Cyclodextrins
title_sort implementation of an enzyme membrane reactor to intensify the α i o i glycosylation of resveratrol using cyclodextrins
topic process intensification
enzyme membrane reactor
enzymatic <i>O</i>-glycosylation
cyclodextrins
resveratrol
url https://www.mdpi.com/1424-8247/14/4/319
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