Release of phenolic acids from sunflower and rapeseed meals using different carboxylic esters hydrolases from Aspergillus niger

Sunflower and rapeseed meals are agro-industrial coproducts that contain high amount of phenolics (1–4 % dry matter), mostly as esters of caffeic acid (CA) and sinapic acid (SA), respectively. The enzymatic hydrolysis of the ester bonds enables to recover the corresponding free phenolic acids that are bioactive compounds and platform molecules for various applications in green chemistry. Here we aimed to find the best route for producing free CA and SA by applying various fungal carboxylic ester hydrolases from recombinant Aspergillus niger strains either directly on crude meal or on their phenolic extracts obtained by methanolic extraction. Two types of meals were studied: (i) industrial (commercial) meals (I-meals), produced by a process that includes cooking at 95–100 °C and steam desolventizing at 105–107 °C, and (ii) non-industrial meals (NI-meals) obtained at pilot-scale with much milder heat treatment, that offer a higher total phenolic content. CA release through hydrolysis of sunflower meal (SFM) was successfully achieved with A. niger type-B feruloyl esterase (AnFaeB) and chlorogenic acid esterase (ChlE). Maximal amount of free CA released was of 54.0 ± 1.1 to 59.8 ± 2.1 μmol/g defatted dry matter (DDM) from I-SFM (94–100% hydrolysis yield) against 42.0 ± 1.1 to 52.3 ± 0.2 μmol/g DDM (59–73% hydrolysis yield) from NI- SFM in which CA release was hampered by a phenolic oxidation side-reaction, seemingly due to meal endogenous polyphenol oxidase activities. AnFaeB and ChlE hydrolysis of phenolic extracts from NI-SFM increased the CA amount obtained to 55.0–68.1 μmol/g DDM (77–95% hydrolysis yield). In all cases, AnFaeB showed broader specificity towards SFM caffeoyl quinic acid isomers than ChlE. In particular, ChlE did not hydrolyze 3-O-caffeoylquinic acid. The maximal amount of free SA released by AnFaeA hydrolysis was 41.3 ± 0.3 μmol/g DDM from NI-SFM (50% hydrolysis yield) and 32.3 ± 0.4 μmol/g DDM from the phenolic extract (64% hydrolysis yield), with AnFaeA also having sinapine transesterification activity that led to the synthesis of 1,2-di-O-sinapoyl-β-D-glucose. Finally, of all the substrates tested for enzymatic hydrolysis in our conditions, I-RSM and NI-SFM extract showed the best compromise between initial total phenolic content, hydrolysis yields and amounts of CA/SA released.

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Main Authors: Laguna, Oscar, Odinot, Elise, Bisotto, Alexandra, Baréa, Bruno, Villeneuve, Pierre, Sigoillot, Jean-Claude, Record, Eric, Faulds, Craig B., Fine, Frédéric, Lesage-Meesen, Laurence, Lomascolo, Anne, Lecomte, Jérôme
Format: article biblioteca
Language:eng
Subjects:Q51 - Technologie des aliments pour animaux, Q70 - Traitement des déchets agricoles, tourteau de colza, tourteau de tournesol, Aspergillus niger, acide phénolique, hydrolase ester carboxylique, hydrolyse enzymatique, sous-produit d'huilerie, http://aims.fao.org/aos/agrovoc/c_16027, http://aims.fao.org/aos/agrovoc/c_35709, http://aims.fao.org/aos/agrovoc/c_26373, http://aims.fao.org/aos/agrovoc/c_16197, http://aims.fao.org/aos/agrovoc/c_9617, http://aims.fao.org/aos/agrovoc/c_27512, http://aims.fao.org/aos/agrovoc/c_25402, http://aims.fao.org/aos/agrovoc/c_3081,
Online Access:http://agritrop.cirad.fr/593311/
http://agritrop.cirad.fr/593311/1/Industrial%20Crops%20and%20Products_2019_139_111579.pdf
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id dig-cirad-fr-593311
record_format koha
institution CIRAD FR
collection DSpace
country Francia
countrycode FR
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access En linea
databasecode dig-cirad-fr
tag biblioteca
region Europa del Oeste
libraryname Biblioteca del CIRAD Francia
language eng
topic Q51 - Technologie des aliments pour animaux
Q70 - Traitement des déchets agricoles
tourteau de colza
tourteau de tournesol
Aspergillus niger
acide phénolique
hydrolase ester carboxylique
hydrolyse enzymatique
sous-produit d'huilerie
http://aims.fao.org/aos/agrovoc/c_16027
http://aims.fao.org/aos/agrovoc/c_35709
http://aims.fao.org/aos/agrovoc/c_26373
http://aims.fao.org/aos/agrovoc/c_16197
http://aims.fao.org/aos/agrovoc/c_9617
http://aims.fao.org/aos/agrovoc/c_27512
http://aims.fao.org/aos/agrovoc/c_25402
http://aims.fao.org/aos/agrovoc/c_3081
Q51 - Technologie des aliments pour animaux
Q70 - Traitement des déchets agricoles
tourteau de colza
tourteau de tournesol
Aspergillus niger
acide phénolique
hydrolase ester carboxylique
hydrolyse enzymatique
sous-produit d'huilerie
http://aims.fao.org/aos/agrovoc/c_16027
http://aims.fao.org/aos/agrovoc/c_35709
http://aims.fao.org/aos/agrovoc/c_26373
http://aims.fao.org/aos/agrovoc/c_16197
http://aims.fao.org/aos/agrovoc/c_9617
http://aims.fao.org/aos/agrovoc/c_27512
http://aims.fao.org/aos/agrovoc/c_25402
http://aims.fao.org/aos/agrovoc/c_3081
spellingShingle Q51 - Technologie des aliments pour animaux
Q70 - Traitement des déchets agricoles
tourteau de colza
tourteau de tournesol
Aspergillus niger
acide phénolique
hydrolase ester carboxylique
hydrolyse enzymatique
sous-produit d'huilerie
http://aims.fao.org/aos/agrovoc/c_16027
http://aims.fao.org/aos/agrovoc/c_35709
http://aims.fao.org/aos/agrovoc/c_26373
http://aims.fao.org/aos/agrovoc/c_16197
http://aims.fao.org/aos/agrovoc/c_9617
http://aims.fao.org/aos/agrovoc/c_27512
http://aims.fao.org/aos/agrovoc/c_25402
http://aims.fao.org/aos/agrovoc/c_3081
Q51 - Technologie des aliments pour animaux
Q70 - Traitement des déchets agricoles
tourteau de colza
tourteau de tournesol
Aspergillus niger
acide phénolique
hydrolase ester carboxylique
hydrolyse enzymatique
sous-produit d'huilerie
http://aims.fao.org/aos/agrovoc/c_16027
http://aims.fao.org/aos/agrovoc/c_35709
http://aims.fao.org/aos/agrovoc/c_26373
http://aims.fao.org/aos/agrovoc/c_16197
http://aims.fao.org/aos/agrovoc/c_9617
http://aims.fao.org/aos/agrovoc/c_27512
http://aims.fao.org/aos/agrovoc/c_25402
http://aims.fao.org/aos/agrovoc/c_3081
Laguna, Oscar
Odinot, Elise
Bisotto, Alexandra
Baréa, Bruno
Villeneuve, Pierre
Sigoillot, Jean-Claude
Record, Eric
Faulds, Craig B.
Fine, Frédéric
Lesage-Meesen, Laurence
Lomascolo, Anne
Lecomte, Jérôme
Release of phenolic acids from sunflower and rapeseed meals using different carboxylic esters hydrolases from Aspergillus niger
description Sunflower and rapeseed meals are agro-industrial coproducts that contain high amount of phenolics (1–4 % dry matter), mostly as esters of caffeic acid (CA) and sinapic acid (SA), respectively. The enzymatic hydrolysis of the ester bonds enables to recover the corresponding free phenolic acids that are bioactive compounds and platform molecules for various applications in green chemistry. Here we aimed to find the best route for producing free CA and SA by applying various fungal carboxylic ester hydrolases from recombinant Aspergillus niger strains either directly on crude meal or on their phenolic extracts obtained by methanolic extraction. Two types of meals were studied: (i) industrial (commercial) meals (I-meals), produced by a process that includes cooking at 95–100 °C and steam desolventizing at 105–107 °C, and (ii) non-industrial meals (NI-meals) obtained at pilot-scale with much milder heat treatment, that offer a higher total phenolic content. CA release through hydrolysis of sunflower meal (SFM) was successfully achieved with A. niger type-B feruloyl esterase (AnFaeB) and chlorogenic acid esterase (ChlE). Maximal amount of free CA released was of 54.0 ± 1.1 to 59.8 ± 2.1 μmol/g defatted dry matter (DDM) from I-SFM (94–100% hydrolysis yield) against 42.0 ± 1.1 to 52.3 ± 0.2 μmol/g DDM (59–73% hydrolysis yield) from NI- SFM in which CA release was hampered by a phenolic oxidation side-reaction, seemingly due to meal endogenous polyphenol oxidase activities. AnFaeB and ChlE hydrolysis of phenolic extracts from NI-SFM increased the CA amount obtained to 55.0–68.1 μmol/g DDM (77–95% hydrolysis yield). In all cases, AnFaeB showed broader specificity towards SFM caffeoyl quinic acid isomers than ChlE. In particular, ChlE did not hydrolyze 3-O-caffeoylquinic acid. The maximal amount of free SA released by AnFaeA hydrolysis was 41.3 ± 0.3 μmol/g DDM from NI-SFM (50% hydrolysis yield) and 32.3 ± 0.4 μmol/g DDM from the phenolic extract (64% hydrolysis yield), with AnFaeA also having sinapine transesterification activity that led to the synthesis of 1,2-di-O-sinapoyl-β-D-glucose. Finally, of all the substrates tested for enzymatic hydrolysis in our conditions, I-RSM and NI-SFM extract showed the best compromise between initial total phenolic content, hydrolysis yields and amounts of CA/SA released.
format article
topic_facet Q51 - Technologie des aliments pour animaux
Q70 - Traitement des déchets agricoles
tourteau de colza
tourteau de tournesol
Aspergillus niger
acide phénolique
hydrolase ester carboxylique
hydrolyse enzymatique
sous-produit d'huilerie
http://aims.fao.org/aos/agrovoc/c_16027
http://aims.fao.org/aos/agrovoc/c_35709
http://aims.fao.org/aos/agrovoc/c_26373
http://aims.fao.org/aos/agrovoc/c_16197
http://aims.fao.org/aos/agrovoc/c_9617
http://aims.fao.org/aos/agrovoc/c_27512
http://aims.fao.org/aos/agrovoc/c_25402
http://aims.fao.org/aos/agrovoc/c_3081
author Laguna, Oscar
Odinot, Elise
Bisotto, Alexandra
Baréa, Bruno
Villeneuve, Pierre
Sigoillot, Jean-Claude
Record, Eric
Faulds, Craig B.
Fine, Frédéric
Lesage-Meesen, Laurence
Lomascolo, Anne
Lecomte, Jérôme
author_facet Laguna, Oscar
Odinot, Elise
Bisotto, Alexandra
Baréa, Bruno
Villeneuve, Pierre
Sigoillot, Jean-Claude
Record, Eric
Faulds, Craig B.
Fine, Frédéric
Lesage-Meesen, Laurence
Lomascolo, Anne
Lecomte, Jérôme
author_sort Laguna, Oscar
title Release of phenolic acids from sunflower and rapeseed meals using different carboxylic esters hydrolases from Aspergillus niger
title_short Release of phenolic acids from sunflower and rapeseed meals using different carboxylic esters hydrolases from Aspergillus niger
title_full Release of phenolic acids from sunflower and rapeseed meals using different carboxylic esters hydrolases from Aspergillus niger
title_fullStr Release of phenolic acids from sunflower and rapeseed meals using different carboxylic esters hydrolases from Aspergillus niger
title_full_unstemmed Release of phenolic acids from sunflower and rapeseed meals using different carboxylic esters hydrolases from Aspergillus niger
title_sort release of phenolic acids from sunflower and rapeseed meals using different carboxylic esters hydrolases from aspergillus niger
url http://agritrop.cirad.fr/593311/
http://agritrop.cirad.fr/593311/1/Industrial%20Crops%20and%20Products_2019_139_111579.pdf
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spelling dig-cirad-fr-5933112024-01-29T02:14:00Z http://agritrop.cirad.fr/593311/ http://agritrop.cirad.fr/593311/ Release of phenolic acids from sunflower and rapeseed meals using different carboxylic esters hydrolases from Aspergillus niger. Laguna Oscar, Odinot Elise, Bisotto Alexandra, Baréa Bruno, Villeneuve Pierre, Sigoillot Jean-Claude, Record Eric, Faulds Craig B., Fine Frédéric, Lesage-Meesen Laurence, Lomascolo Anne, Lecomte Jérôme. 2019. Industrial Crops and Products, 139:111579, 13 p.https://doi.org/10.1016/j.indcrop.2019.111579 <https://doi.org/10.1016/j.indcrop.2019.111579> Release of phenolic acids from sunflower and rapeseed meals using different carboxylic esters hydrolases from Aspergillus niger Laguna, Oscar Odinot, Elise Bisotto, Alexandra Baréa, Bruno Villeneuve, Pierre Sigoillot, Jean-Claude Record, Eric Faulds, Craig B. Fine, Frédéric Lesage-Meesen, Laurence Lomascolo, Anne Lecomte, Jérôme eng 2019 Industrial Crops and Products Q51 - Technologie des aliments pour animaux Q70 - Traitement des déchets agricoles tourteau de colza tourteau de tournesol Aspergillus niger acide phénolique hydrolase ester carboxylique hydrolyse enzymatique sous-produit d'huilerie http://aims.fao.org/aos/agrovoc/c_16027 http://aims.fao.org/aos/agrovoc/c_35709 http://aims.fao.org/aos/agrovoc/c_26373 http://aims.fao.org/aos/agrovoc/c_16197 http://aims.fao.org/aos/agrovoc/c_9617 http://aims.fao.org/aos/agrovoc/c_27512 http://aims.fao.org/aos/agrovoc/c_25402 France http://aims.fao.org/aos/agrovoc/c_3081 Sunflower and rapeseed meals are agro-industrial coproducts that contain high amount of phenolics (1–4 % dry matter), mostly as esters of caffeic acid (CA) and sinapic acid (SA), respectively. The enzymatic hydrolysis of the ester bonds enables to recover the corresponding free phenolic acids that are bioactive compounds and platform molecules for various applications in green chemistry. Here we aimed to find the best route for producing free CA and SA by applying various fungal carboxylic ester hydrolases from recombinant Aspergillus niger strains either directly on crude meal or on their phenolic extracts obtained by methanolic extraction. Two types of meals were studied: (i) industrial (commercial) meals (I-meals), produced by a process that includes cooking at 95–100 °C and steam desolventizing at 105–107 °C, and (ii) non-industrial meals (NI-meals) obtained at pilot-scale with much milder heat treatment, that offer a higher total phenolic content. CA release through hydrolysis of sunflower meal (SFM) was successfully achieved with A. niger type-B feruloyl esterase (AnFaeB) and chlorogenic acid esterase (ChlE). Maximal amount of free CA released was of 54.0 ± 1.1 to 59.8 ± 2.1 μmol/g defatted dry matter (DDM) from I-SFM (94–100% hydrolysis yield) against 42.0 ± 1.1 to 52.3 ± 0.2 μmol/g DDM (59–73% hydrolysis yield) from NI- SFM in which CA release was hampered by a phenolic oxidation side-reaction, seemingly due to meal endogenous polyphenol oxidase activities. AnFaeB and ChlE hydrolysis of phenolic extracts from NI-SFM increased the CA amount obtained to 55.0–68.1 μmol/g DDM (77–95% hydrolysis yield). In all cases, AnFaeB showed broader specificity towards SFM caffeoyl quinic acid isomers than ChlE. In particular, ChlE did not hydrolyze 3-O-caffeoylquinic acid. The maximal amount of free SA released by AnFaeA hydrolysis was 41.3 ± 0.3 μmol/g DDM from NI-SFM (50% hydrolysis yield) and 32.3 ± 0.4 μmol/g DDM from the phenolic extract (64% hydrolysis yield), with AnFaeA also having sinapine transesterification activity that led to the synthesis of 1,2-di-O-sinapoyl-β-D-glucose. Finally, of all the substrates tested for enzymatic hydrolysis in our conditions, I-RSM and NI-SFM extract showed the best compromise between initial total phenolic content, hydrolysis yields and amounts of CA/SA released. article info:eu-repo/semantics/article Journal Article info:eu-repo/semantics/publishedVersion http://agritrop.cirad.fr/593311/1/Industrial%20Crops%20and%20Products_2019_139_111579.pdf text Cirad license info:eu-repo/semantics/restrictedAccess https://agritrop.cirad.fr/mention_legale.html https://doi.org/10.1016/j.indcrop.2019.111579 10.1016/j.indcrop.2019.111579 info:eu-repo/semantics/altIdentifier/doi/10.1016/j.indcrop.2019.111579 info:eu-repo/semantics/altIdentifier/purl/https://doi.org/10.1016/j.indcrop.2019.111579