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

The O-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 O-glycosides can be obtained by enzymati...

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Autores principales: Ioannou, Irina, Barboza, Eduardo, Willig, Gaëlle, Marié, Thomas, Texeira, Andreïa, Darme, Pierre, Renault, Jean-Hugues, Allais, Florent
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8065884/
https://www.ncbi.nlm.nih.gov/pubmed/33916212
http://dx.doi.org/10.3390/ph14040319
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author Ioannou, Irina
Barboza, Eduardo
Willig, Gaëlle
Marié, Thomas
Texeira, Andreïa
Darme, Pierre
Renault, Jean-Hugues
Allais, Florent
author_facet Ioannou, Irina
Barboza, Eduardo
Willig, Gaëlle
Marié, Thomas
Texeira, Andreïa
Darme, Pierre
Renault, Jean-Hugues
Allais, Florent
author_sort Ioannou, Irina
collection PubMed
description The O-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 O-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-O-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 pubmed-80658842021-04-25 Implementation of an Enzyme Membrane Reactor to Intensify the α-O-Glycosylation of Resveratrol Using Cyclodextrins Ioannou, Irina Barboza, Eduardo Willig, Gaëlle Marié, Thomas Texeira, Andreïa Darme, Pierre Renault, Jean-Hugues Allais, Florent Pharmaceuticals (Basel) Article The O-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 O-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-O-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%. MDPI 2021-04-01 /pmc/articles/PMC8065884/ /pubmed/33916212 http://dx.doi.org/10.3390/ph14040319 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Ioannou, Irina
Barboza, Eduardo
Willig, Gaëlle
Marié, Thomas
Texeira, Andreïa
Darme, Pierre
Renault, Jean-Hugues
Allais, Florent
Implementation of an Enzyme Membrane Reactor to Intensify the α-O-Glycosylation of Resveratrol Using Cyclodextrins
title Implementation of an Enzyme Membrane Reactor to Intensify the α-O-Glycosylation of Resveratrol Using Cyclodextrins
title_full Implementation of an Enzyme Membrane Reactor to Intensify the α-O-Glycosylation of Resveratrol Using Cyclodextrins
title_fullStr Implementation of an Enzyme Membrane Reactor to Intensify the α-O-Glycosylation of Resveratrol Using Cyclodextrins
title_full_unstemmed Implementation of an Enzyme Membrane Reactor to Intensify the α-O-Glycosylation of Resveratrol Using Cyclodextrins
title_short Implementation of an Enzyme Membrane Reactor to Intensify the α-O-Glycosylation of Resveratrol Using Cyclodextrins
title_sort implementation of an enzyme membrane reactor to intensify the α-o-glycosylation of resveratrol using cyclodextrins
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8065884/
https://www.ncbi.nlm.nih.gov/pubmed/33916212
http://dx.doi.org/10.3390/ph14040319
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