Enzymatic production of bioactive docosahexaenoic acid phenolic ester

Detalhes bibliográficos
Autor(a) principal: Roby, Mohamed H.
Data de Publicação: 2014
Outros Autores: 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
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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spelling 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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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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dc.publisher.none.fl_str_mv Food Chemistry
publisher.none.fl_str_mv Food Chemistry
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