Enzymatic production of bioactive docosahexaenoic acid phenolic ester
Autor(a) principal: | |
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Data de Publicação: | 2014 |
Outros Autores: | , , , , , , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | LOCUS Repositório Institucional da UFV |
Texto Completo: | https://doi.org/10.1016/j.foodchem.2014.09.028 http://www.locus.ufv.br/handle/123456789/18384 |
Resumo: | Docosahexaenoic acid (DHA) is increasingly considered for its health benefits. However, its use as functional food ingredient is still limited by its instability. In this work, we developed an efficient and solvent-free bioprocess for the synthesis of a phenolic ester of DHA. A fed-batch process catalyzed by Candida antarctica lipase B was optimised, leading to the production of 440 g/L vanillyl ester (DHA-VE). Structural characterisation of the purified product indicated acylation of the primary OH group of vanillyl alcohol. DHA-VE exhibited a high radical scavenging activity in acellular systems. In vivo experiments showed increased DHA levels in erythrocytes and brain tissues of mice fed DHA-VE-supplemented diet. Moreover, in vitro neuroprotective properties of DHA-VE were demonstrated in rat primary neurons exposed to amyloid-β oligomers. In conclusion, DHA-VE synergized the main beneficial effects of two common natural biomolecules and therefore appears a promising functional ingredient for food applications. |
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Roby, Mohamed H.Allouche, AhmadDahdou, LayalCastro, Vanessa C. DeSilva, Paulo H. Alves daTargino, Brenda N.Huguet, MarionParis, CédricChrétien, FrançoiseGuéant, Rosa-MariaDesobry, StéphaneOster, ThierryHumeau, Catherine2018-03-22T11:57:08Z2018-03-22T11:57:08Z2014-09-1603088146https://doi.org/10.1016/j.foodchem.2014.09.028http://www.locus.ufv.br/handle/123456789/18384Docosahexaenoic acid (DHA) is increasingly considered for its health benefits. However, its use as functional food ingredient is still limited by its instability. In this work, we developed an efficient and solvent-free bioprocess for the synthesis of a phenolic ester of DHA. A fed-batch process catalyzed by Candida antarctica lipase B was optimised, leading to the production of 440 g/L vanillyl ester (DHA-VE). Structural characterisation of the purified product indicated acylation of the primary OH group of vanillyl alcohol. DHA-VE exhibited a high radical scavenging activity in acellular systems. In vivo experiments showed increased DHA levels in erythrocytes and brain tissues of mice fed DHA-VE-supplemented diet. Moreover, in vitro neuroprotective properties of DHA-VE were demonstrated in rat primary neurons exposed to amyloid-β oligomers. In conclusion, DHA-VE synergized the main beneficial effects of two common natural biomolecules and therefore appears a promising functional ingredient for food applications.engFood Chemistryv. 171, p. 397-404, March 2015Elsevier Ltd. All rights reserved.info:eu-repo/semantics/openAccessAntioxidantDHAEnzymatic esterificationNeuroprotectionVanillyl alcoholEnzymatic production of bioactive docosahexaenoic acid phenolic esterinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfreponame:LOCUS Repositório Institucional da UFVinstname:Universidade Federal de Viçosa (UFV)instacron:UFVORIGINALartigo.pdfartigo.pdfTexto completoapplication/pdf1233574https://locus.ufv.br//bitstream/123456789/18384/1/artigo.pdfd024b84e49fcd44122ff0bd317e861acMD51LICENSElicense.txtlicense.txttext/plain; charset=utf-81748https://locus.ufv.br//bitstream/123456789/18384/2/license.txt8a4605be74aa9ea9d79846c1fba20a33MD52THUMBNAILartigo.pdf.jpgartigo.pdf.jpgIM Thumbnailimage/jpeg6323https://locus.ufv.br//bitstream/123456789/18384/3/artigo.pdf.jpgf6f24a70f592bb075cb483b2e10bfb24MD53123456789/183842018-03-22 23:00:21.048oai:locus.ufv.br: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Repositório InstitucionalPUBhttps://www.locus.ufv.br/oai/requestfabiojreis@ufv.bropendoar:21452018-03-23T02:00:21LOCUS Repositório Institucional da UFV - Universidade Federal de Viçosa (UFV)false |
dc.title.en.fl_str_mv |
Enzymatic production of bioactive docosahexaenoic acid phenolic ester |
title |
Enzymatic production of bioactive docosahexaenoic acid phenolic ester |
spellingShingle |
Enzymatic production of bioactive docosahexaenoic acid phenolic ester Roby, Mohamed H. Antioxidant DHA Enzymatic esterification Neuroprotection Vanillyl alcohol |
title_short |
Enzymatic production of bioactive docosahexaenoic acid phenolic ester |
title_full |
Enzymatic production of bioactive docosahexaenoic acid phenolic ester |
title_fullStr |
Enzymatic production of bioactive docosahexaenoic acid phenolic ester |
title_full_unstemmed |
Enzymatic production of bioactive docosahexaenoic acid phenolic ester |
title_sort |
Enzymatic production of bioactive docosahexaenoic acid phenolic ester |
author |
Roby, Mohamed H. |
author_facet |
Roby, Mohamed H. Allouche, Ahmad Dahdou, Layal Castro, Vanessa C. De Silva, Paulo H. Alves da Targino, Brenda N. Huguet, Marion Paris, Cédric Chrétien, Françoise Guéant, Rosa-Maria Desobry, Stéphane Oster, Thierry Humeau, Catherine |
author_role |
author |
author2 |
Allouche, Ahmad Dahdou, Layal Castro, Vanessa C. De Silva, Paulo H. Alves da Targino, Brenda N. Huguet, Marion Paris, Cédric Chrétien, Françoise Guéant, Rosa-Maria Desobry, Stéphane Oster, Thierry Humeau, Catherine |
author2_role |
author author author author author author author author author author author author |
dc.contributor.author.fl_str_mv |
Roby, Mohamed H. Allouche, Ahmad Dahdou, Layal Castro, Vanessa C. De Silva, Paulo H. Alves da Targino, Brenda N. Huguet, Marion Paris, Cédric Chrétien, Françoise Guéant, Rosa-Maria Desobry, Stéphane Oster, Thierry Humeau, Catherine |
dc.subject.pt-BR.fl_str_mv |
Antioxidant DHA Enzymatic esterification Neuroprotection Vanillyl alcohol |
topic |
Antioxidant DHA Enzymatic esterification Neuroprotection Vanillyl alcohol |
description |
Docosahexaenoic acid (DHA) is increasingly considered for its health benefits. However, its use as functional food ingredient is still limited by its instability. In this work, we developed an efficient and solvent-free bioprocess for the synthesis of a phenolic ester of DHA. A fed-batch process catalyzed by Candida antarctica lipase B was optimised, leading to the production of 440 g/L vanillyl ester (DHA-VE). Structural characterisation of the purified product indicated acylation of the primary OH group of vanillyl alcohol. DHA-VE exhibited a high radical scavenging activity in acellular systems. In vivo experiments showed increased DHA levels in erythrocytes and brain tissues of mice fed DHA-VE-supplemented diet. Moreover, in vitro neuroprotective properties of DHA-VE were demonstrated in rat primary neurons exposed to amyloid-β oligomers. In conclusion, DHA-VE synergized the main beneficial effects of two common natural biomolecules and therefore appears a promising functional ingredient for food applications. |
publishDate |
2014 |
dc.date.issued.fl_str_mv |
2014-09-16 |
dc.date.accessioned.fl_str_mv |
2018-03-22T11:57:08Z |
dc.date.available.fl_str_mv |
2018-03-22T11:57:08Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
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article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
https://doi.org/10.1016/j.foodchem.2014.09.028 http://www.locus.ufv.br/handle/123456789/18384 |
dc.identifier.issn.none.fl_str_mv |
03088146 |
identifier_str_mv |
03088146 |
url |
https://doi.org/10.1016/j.foodchem.2014.09.028 http://www.locus.ufv.br/handle/123456789/18384 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.ispartofseries.pt-BR.fl_str_mv |
v. 171, p. 397-404, March 2015 |
dc.rights.driver.fl_str_mv |
Elsevier Ltd. All rights reserved. info:eu-repo/semantics/openAccess |
rights_invalid_str_mv |
Elsevier Ltd. All rights reserved. |
eu_rights_str_mv |
openAccess |
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application/pdf |
dc.publisher.none.fl_str_mv |
Food Chemistry |
publisher.none.fl_str_mv |
Food Chemistry |
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