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Implementation of an Enzyme Membrane Reactor to Intensify the α- O -Glycosylation of Resveratrol Using Cyclodextrins
The -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 -glycosides can be obtained by enzymatic...
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Published in: | Pharmaceuticals (Basel, Switzerland) Switzerland), 2021-04, Vol.14 (4), p.319 |
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creator | Ioannou, Irina Barboza, Eduardo Willig, Gaëlle Marié, Thomas Texeira, Andreïa Darme, Pierre Renault, Jean-Hugues Allais, Florent |
description | The
-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
-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-
-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%. |
doi_str_mv | 10.3390/ph14040319 |
format | article |
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-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
-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-
-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%.</description><identifier>ISSN: 1424-8247</identifier><identifier>EISSN: 1424-8247</identifier><identifier>DOI: 10.3390/ph14040319</identifier><identifier>PMID: 33916212</identifier><language>eng</language><publisher>Switzerland: MDPI AG</publisher><subject>Bioavailability ; Chemical and Process Engineering ; Chemical synthesis ; cyclodextrins ; Design of experiments ; Engineering Sciences ; enzymatic O-glycosylation ; enzyme membrane reactor ; Enzymes ; Free radicals ; Glycosylation ; Membrane reactors ; Membrane separation ; Permeability ; process intensification ; resveratrol ; Retention</subject><ispartof>Pharmaceuticals (Basel, Switzerland), 2021-04, Vol.14 (4), p.319</ispartof><rights>2021 by the authors. 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/). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.</rights><rights>Distributed under a Creative Commons Attribution 4.0 International License</rights><rights>2021 by the authors. 2021</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c506t-b6983cea46b3f7800dfb01c03d437894776ded3868be9ea8691e64ea112cd79a3</citedby><cites>FETCH-LOGICAL-c506t-b6983cea46b3f7800dfb01c03d437894776ded3868be9ea8691e64ea112cd79a3</cites><orcidid>0000-0003-4132-6210 ; 0000-0002-8705-7258 ; 0000-0002-1914-2717 ; 0000-0002-8980-8772 ; 0000-0002-5484-7843</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.proquest.com/docview/2550211896/fulltextPDF?pq-origsite=primo$$EPDF$$P50$$Gproquest$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.proquest.com/docview/2550211896?pq-origsite=primo$$EHTML$$P50$$Gproquest$$Hfree_for_read</linktohtml><link.rule.ids>230,314,727,780,784,885,25752,27923,27924,37011,37012,44589,53790,53792,74897</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/33916212$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink><backlink>$$Uhttps://agroparistech.hal.science/hal-03190124$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Ioannou, Irina</creatorcontrib><creatorcontrib>Barboza, Eduardo</creatorcontrib><creatorcontrib>Willig, Gaëlle</creatorcontrib><creatorcontrib>Marié, Thomas</creatorcontrib><creatorcontrib>Texeira, Andreïa</creatorcontrib><creatorcontrib>Darme, Pierre</creatorcontrib><creatorcontrib>Renault, Jean-Hugues</creatorcontrib><creatorcontrib>Allais, Florent</creatorcontrib><title>Implementation of an Enzyme Membrane Reactor to Intensify the α- O -Glycosylation of Resveratrol Using Cyclodextrins</title><title>Pharmaceuticals (Basel, Switzerland)</title><addtitle>Pharmaceuticals (Basel)</addtitle><description>The
-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
-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-
-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%.</description><subject>Bioavailability</subject><subject>Chemical and Process Engineering</subject><subject>Chemical synthesis</subject><subject>cyclodextrins</subject><subject>Design of experiments</subject><subject>Engineering Sciences</subject><subject>enzymatic O-glycosylation</subject><subject>enzyme membrane reactor</subject><subject>Enzymes</subject><subject>Free radicals</subject><subject>Glycosylation</subject><subject>Membrane reactors</subject><subject>Membrane separation</subject><subject>Permeability</subject><subject>process intensification</subject><subject>resveratrol</subject><subject>Retention</subject><issn>1424-8247</issn><issn>1424-8247</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><sourceid>PIMPY</sourceid><sourceid>DOA</sourceid><recordid>eNpdks1uEzEQgFcIREvhwgMgS1wAacF_8doXpCoqbaSgShU9W17vbLLRrh1sb8TyVrwIz4RDSmh7sjX-5rM9M0XxmuCPjCn8absmHHPMiHpSnBJOeSkpr57e258UL2LcYDyrCCfPi5OcRgQl9LQYF8O2hwFcMqnzDvkWGYcu3M9pAPQVhjoYB-gGjE0-oOTRwiVwsWsnlNaAfv8q0TUqL_vJ-jj1R8cNxB0Ek4Lv0W3s3ArNJ9v7Bn6k0Ln4snjWmj7Cq7v1rLj9cvFtflUury8X8_NlaWdYpLIWSjILhouatZXEuGlrTCxmDWeVVLyqRAMNk0LWoMBIoQgIDoYQaptKGXZWLA7expuN3oZuMGHS3nT6b8CHlTYhdbYHjWuJqeGcqzbbGTZMNgyaqlbScKj3rs8H13asB2hsLlkw_QPpwxPXrfXK77TEYiYlz4L3B8H6UdrV-VLvY_sOYkL5jmT23d1lwX8fISY9dNFC3-du-DFqOqNYCiaYyujbR-jGj8HlsmZqhikhUolMfThQNvgYA7THFxCs91Ok_09Rht_c_-oR_Tc27A9lWcML</recordid><startdate>20210401</startdate><enddate>20210401</enddate><creator>Ioannou, Irina</creator><creator>Barboza, Eduardo</creator><creator>Willig, Gaëlle</creator><creator>Marié, Thomas</creator><creator>Texeira, Andreïa</creator><creator>Darme, Pierre</creator><creator>Renault, Jean-Hugues</creator><creator>Allais, Florent</creator><general>MDPI AG</general><general>MDPI</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>3V.</scope><scope>7XB</scope><scope>8FK</scope><scope>8G5</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>GNUQQ</scope><scope>GUQSH</scope><scope>M2O</scope><scope>MBDVC</scope><scope>PIMPY</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope><scope>Q9U</scope><scope>7X8</scope><scope>1XC</scope><scope>VOOES</scope><scope>5PM</scope><scope>DOA</scope><orcidid>https://orcid.org/0000-0003-4132-6210</orcidid><orcidid>https://orcid.org/0000-0002-8705-7258</orcidid><orcidid>https://orcid.org/0000-0002-1914-2717</orcidid><orcidid>https://orcid.org/0000-0002-8980-8772</orcidid><orcidid>https://orcid.org/0000-0002-5484-7843</orcidid></search><sort><creationdate>20210401</creationdate><title>Implementation of an Enzyme Membrane Reactor to Intensify the α- O -Glycosylation of Resveratrol Using Cyclodextrins</title><author>Ioannou, Irina ; 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-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
-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-
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subjects | Bioavailability Chemical and Process Engineering Chemical synthesis cyclodextrins Design of experiments Engineering Sciences enzymatic O-glycosylation enzyme membrane reactor Enzymes Free radicals Glycosylation Membrane reactors Membrane separation Permeability process intensification resveratrol Retention |
title | Implementation of an Enzyme Membrane Reactor to Intensify the α- O -Glycosylation of Resveratrol Using Cyclodextrins |
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