Chemo-enzymatic synthesis of N-arachidonoyl glycine
N-Arachidonoyl glycine was synthesized in a chemo-enzymatic process where glycine tert-butyl ester was acylated by arachidonic acid and the resulted ester was then de-protected to give the final product. Among various lipases tested and chosen for their ability to cleave fatty amides, that from Cand...
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ftcirad:oai:agritrop.cirad.fr:523814 2023-05-15T13:44:58+02:00 Chemo-enzymatic synthesis of N-arachidonoyl glycine Goujard, Laurent Figueroa-Espinoza, Maria-Cruz Villeneuve, Pierre 2004 http://agritrop.cirad.fr/523814/ https://doi.org/10.1023/B:BILE.0000036597.25673.33 http://catalogue-bibliotheques.cirad.fr/cgi-bin/koha/opac-detail.pl?biblionumber=184214 eng eng http://agritrop.cirad.fr/523814/ Chemo-enzymatic synthesis of N-arachidonoyl glycine. Goujard Laurent, Figueroa-Espinoza Maria-Cruz, Villeneuve Pierre. 2004. Biotechnology Letters, 26 (15) : 1211-1216.https://doi.org/10.1023/B:BILE.0000036597.25673.33 <https://doi.org/10.1023/B:BILE.0000036597.25673.33> info:eu-repo/semantics/closedAccess Biotechnology Letters Q02 - Traitement et conservation des produits alimentaires Q60 - Traitement des produits agricoles non alimentaires Glycine (acide aminé) Acide arachidonique Biocatalyseur Butyrate (ester) Synthèse chimique Estérase Activité enzymatique Candida albicans Acylation Lipase http://aims.fao.org/aos/agrovoc/c_3299 http://aims.fao.org/aos/agrovoc/c_26843 http://aims.fao.org/aos/agrovoc/c_27460 http://aims.fao.org/aos/agrovoc/c_32023 http://aims.fao.org/aos/agrovoc/c_28580 http://aims.fao.org/aos/agrovoc/c_2670 http://aims.fao.org/aos/agrovoc/c_2604 http://aims.fao.org/aos/agrovoc/c_27476 http://aims.fao.org/aos/agrovoc/c_28220 http://aims.fao.org/aos/agrovoc/c_12194 article info:eu-repo/semantics/article Journal Article 2004 ftcirad https://doi.org/10.1023/B:BILE.0000036597.25673.33 2022-04-26T22:54:11Z N-Arachidonoyl glycine was synthesized in a chemo-enzymatic process where glycine tert-butyl ester was acylated by arachidonic acid and the resulted ester was then de-protected to give the final product. Among various lipases tested and chosen for their ability to cleave fatty amides, that from Candida antarctica B gave the best results resulting in a 39% hydrolysis after 24 h. This enzyme was then used for the reverse N-acylation synthesis and gave a 75% product formation after 24 h using methyl ester of arachadonic acid as acyl donor and acetonitrile as solvent. Direct acylation of glycine gave less than 10% yield. Article in Journal/Newspaper Antarc* Antarctica CIRAD: Agritrop (Centre de coopération internationale en recherche agronomique pour le développement) |
institution |
Open Polar |
collection |
CIRAD: Agritrop (Centre de coopération internationale en recherche agronomique pour le développement) |
op_collection_id |
ftcirad |
language |
English |
topic |
Q02 - Traitement et conservation des produits alimentaires Q60 - Traitement des produits agricoles non alimentaires Glycine (acide aminé) Acide arachidonique Biocatalyseur Butyrate (ester) Synthèse chimique Estérase Activité enzymatique Candida albicans Acylation Lipase http://aims.fao.org/aos/agrovoc/c_3299 http://aims.fao.org/aos/agrovoc/c_26843 http://aims.fao.org/aos/agrovoc/c_27460 http://aims.fao.org/aos/agrovoc/c_32023 http://aims.fao.org/aos/agrovoc/c_28580 http://aims.fao.org/aos/agrovoc/c_2670 http://aims.fao.org/aos/agrovoc/c_2604 http://aims.fao.org/aos/agrovoc/c_27476 http://aims.fao.org/aos/agrovoc/c_28220 http://aims.fao.org/aos/agrovoc/c_12194 |
spellingShingle |
Q02 - Traitement et conservation des produits alimentaires Q60 - Traitement des produits agricoles non alimentaires Glycine (acide aminé) Acide arachidonique Biocatalyseur Butyrate (ester) Synthèse chimique Estérase Activité enzymatique Candida albicans Acylation Lipase http://aims.fao.org/aos/agrovoc/c_3299 http://aims.fao.org/aos/agrovoc/c_26843 http://aims.fao.org/aos/agrovoc/c_27460 http://aims.fao.org/aos/agrovoc/c_32023 http://aims.fao.org/aos/agrovoc/c_28580 http://aims.fao.org/aos/agrovoc/c_2670 http://aims.fao.org/aos/agrovoc/c_2604 http://aims.fao.org/aos/agrovoc/c_27476 http://aims.fao.org/aos/agrovoc/c_28220 http://aims.fao.org/aos/agrovoc/c_12194 Goujard, Laurent Figueroa-Espinoza, Maria-Cruz Villeneuve, Pierre Chemo-enzymatic synthesis of N-arachidonoyl glycine |
topic_facet |
Q02 - Traitement et conservation des produits alimentaires Q60 - Traitement des produits agricoles non alimentaires Glycine (acide aminé) Acide arachidonique Biocatalyseur Butyrate (ester) Synthèse chimique Estérase Activité enzymatique Candida albicans Acylation Lipase http://aims.fao.org/aos/agrovoc/c_3299 http://aims.fao.org/aos/agrovoc/c_26843 http://aims.fao.org/aos/agrovoc/c_27460 http://aims.fao.org/aos/agrovoc/c_32023 http://aims.fao.org/aos/agrovoc/c_28580 http://aims.fao.org/aos/agrovoc/c_2670 http://aims.fao.org/aos/agrovoc/c_2604 http://aims.fao.org/aos/agrovoc/c_27476 http://aims.fao.org/aos/agrovoc/c_28220 http://aims.fao.org/aos/agrovoc/c_12194 |
description |
N-Arachidonoyl glycine was synthesized in a chemo-enzymatic process where glycine tert-butyl ester was acylated by arachidonic acid and the resulted ester was then de-protected to give the final product. Among various lipases tested and chosen for their ability to cleave fatty amides, that from Candida antarctica B gave the best results resulting in a 39% hydrolysis after 24 h. This enzyme was then used for the reverse N-acylation synthesis and gave a 75% product formation after 24 h using methyl ester of arachadonic acid as acyl donor and acetonitrile as solvent. Direct acylation of glycine gave less than 10% yield. |
format |
Article in Journal/Newspaper |
author |
Goujard, Laurent Figueroa-Espinoza, Maria-Cruz Villeneuve, Pierre |
author_facet |
Goujard, Laurent Figueroa-Espinoza, Maria-Cruz Villeneuve, Pierre |
author_sort |
Goujard, Laurent |
title |
Chemo-enzymatic synthesis of N-arachidonoyl glycine |
title_short |
Chemo-enzymatic synthesis of N-arachidonoyl glycine |
title_full |
Chemo-enzymatic synthesis of N-arachidonoyl glycine |
title_fullStr |
Chemo-enzymatic synthesis of N-arachidonoyl glycine |
title_full_unstemmed |
Chemo-enzymatic synthesis of N-arachidonoyl glycine |
title_sort |
chemo-enzymatic synthesis of n-arachidonoyl glycine |
publishDate |
2004 |
url |
http://agritrop.cirad.fr/523814/ https://doi.org/10.1023/B:BILE.0000036597.25673.33 http://catalogue-bibliotheques.cirad.fr/cgi-bin/koha/opac-detail.pl?biblionumber=184214 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
Biotechnology Letters |
op_relation |
http://agritrop.cirad.fr/523814/ Chemo-enzymatic synthesis of N-arachidonoyl glycine. Goujard Laurent, Figueroa-Espinoza Maria-Cruz, Villeneuve Pierre. 2004. Biotechnology Letters, 26 (15) : 1211-1216.https://doi.org/10.1023/B:BILE.0000036597.25673.33 <https://doi.org/10.1023/B:BILE.0000036597.25673.33> |
op_rights |
info:eu-repo/semantics/closedAccess |
op_doi |
https://doi.org/10.1023/B:BILE.0000036597.25673.33 |
_version_ |
1766208995095216128 |