Synthesis of pyroglutamic acid fatty esters through lipase-catalyzed esterification with medium chains alcohols
The lipase-catalyzed synthesis of fatty alcohol esters of pyroglutamic acid (pGlu) was investigated. The results showed that, a strategy involving ethyl pyroglutamic ester intermediate was advantageous since this compound had a better solubility in the chosen solvent than the free pyroglutamic acid....
Published in: | Enzyme and Microbial Technology |
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2003
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ftcirad:oai:agritrop.cirad.fr:515306 2023-07-16T03:53:13+02:00 Synthesis of pyroglutamic acid fatty esters through lipase-catalyzed esterification with medium chains alcohols Villeneuve, Pierre Baréa, Bruno Sarrazin, Pierre Davrieux, Fabrice Boulanger, Renaud Caro, Yanis Figueroa-Espinoza, Maria-Cruz Pina, Michel Graille, Jean 2003 text http://agritrop.cirad.fr/515306/ http://agritrop.cirad.fr/515306/1/515306.pdf https://doi.org/10.1016/S0141-0229(03)00081-4 http://catalogue-bibliotheques.cirad.fr/cgi-bin/koha/opac-detail.pl?biblionumber=177750 eng eng http://agritrop.cirad.fr/515306/ Synthesis of pyroglutamic acid fatty esters through lipase-catalyzed esterification with medium chains alcohols. Villeneuve Pierre, Baréa Bruno, Sarrazin Pierre, Davrieux Fabrice, Boulanger Renaud, Caro Yanis, Figueroa-Espinoza Maria-Cruz, Pina Michel, Graille Jean. 2003. Enzyme and Microbial Technology, 33 (1) : 79-84.https://doi.org/10.1016/S0141-0229(03)00081-4 <https://doi.org/10.1016/S0141-0229(03)00081-4> http://agritrop.cirad.fr/515306/1/515306.pdf Cirad license info:eu-repo/semantics/restrictedAccess https://agritrop.cirad.fr/mention_legale.html Enzyme and Microbial Technology Q02 - Traitement et conservation des produits alimentaires Ester Acide glutamique Activité enzymatique Enzyme Synthèse chimique Estérase Candida http://aims.fao.org/aos/agrovoc/c_2671 http://aims.fao.org/aos/agrovoc/c_3291 http://aims.fao.org/aos/agrovoc/c_2604 http://aims.fao.org/aos/agrovoc/c_2603 http://aims.fao.org/aos/agrovoc/c_28580 http://aims.fao.org/aos/agrovoc/c_2670 http://aims.fao.org/aos/agrovoc/c_1247 article info:eu-repo/semantics/article Journal Article info:eu-repo/semantics/publishedVersion 2003 ftcirad https://doi.org/10.1016/S0141-0229(03)00081-4 2023-06-27T22:45:34Z The lipase-catalyzed synthesis of fatty alcohol esters of pyroglutamic acid (pGlu) was investigated. The results showed that, a strategy involving ethyl pyroglutamic ester intermediate was advantageous since this compound had a better solubility in the chosen solvent than the free pyroglutamic acid. The effects of the enzyme load, type of solvent, substrates molar ratio and fatty alcohol type were studied. It was shown that the most optimized reaction conditions were the ones using a 10% (w/w) quantities of Candida antarctica lipase with acetonitrile as solvent and a molar ratio of substrates corresponding to a 1:5 excess of fatty alcohols. Under such conditions, octyl, decyl and dodecyl esters of pyroglutamic acid were obtained in satisfactory yields between 65 and 70% with good reaction kinetics within 24 h. Article in Journal/Newspaper Antarc* Antarctica CIRAD: Agritrop (Centre de coopération internationale en recherche agronomique pour le développement) Enzyme and Microbial Technology 33 1 79 84 |
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 Ester Acide glutamique Activité enzymatique Enzyme Synthèse chimique Estérase Candida http://aims.fao.org/aos/agrovoc/c_2671 http://aims.fao.org/aos/agrovoc/c_3291 http://aims.fao.org/aos/agrovoc/c_2604 http://aims.fao.org/aos/agrovoc/c_2603 http://aims.fao.org/aos/agrovoc/c_28580 http://aims.fao.org/aos/agrovoc/c_2670 http://aims.fao.org/aos/agrovoc/c_1247 |
spellingShingle |
Q02 - Traitement et conservation des produits alimentaires Ester Acide glutamique Activité enzymatique Enzyme Synthèse chimique Estérase Candida http://aims.fao.org/aos/agrovoc/c_2671 http://aims.fao.org/aos/agrovoc/c_3291 http://aims.fao.org/aos/agrovoc/c_2604 http://aims.fao.org/aos/agrovoc/c_2603 http://aims.fao.org/aos/agrovoc/c_28580 http://aims.fao.org/aos/agrovoc/c_2670 http://aims.fao.org/aos/agrovoc/c_1247 Villeneuve, Pierre Baréa, Bruno Sarrazin, Pierre Davrieux, Fabrice Boulanger, Renaud Caro, Yanis Figueroa-Espinoza, Maria-Cruz Pina, Michel Graille, Jean Synthesis of pyroglutamic acid fatty esters through lipase-catalyzed esterification with medium chains alcohols |
topic_facet |
Q02 - Traitement et conservation des produits alimentaires Ester Acide glutamique Activité enzymatique Enzyme Synthèse chimique Estérase Candida http://aims.fao.org/aos/agrovoc/c_2671 http://aims.fao.org/aos/agrovoc/c_3291 http://aims.fao.org/aos/agrovoc/c_2604 http://aims.fao.org/aos/agrovoc/c_2603 http://aims.fao.org/aos/agrovoc/c_28580 http://aims.fao.org/aos/agrovoc/c_2670 http://aims.fao.org/aos/agrovoc/c_1247 |
description |
The lipase-catalyzed synthesis of fatty alcohol esters of pyroglutamic acid (pGlu) was investigated. The results showed that, a strategy involving ethyl pyroglutamic ester intermediate was advantageous since this compound had a better solubility in the chosen solvent than the free pyroglutamic acid. The effects of the enzyme load, type of solvent, substrates molar ratio and fatty alcohol type were studied. It was shown that the most optimized reaction conditions were the ones using a 10% (w/w) quantities of Candida antarctica lipase with acetonitrile as solvent and a molar ratio of substrates corresponding to a 1:5 excess of fatty alcohols. Under such conditions, octyl, decyl and dodecyl esters of pyroglutamic acid were obtained in satisfactory yields between 65 and 70% with good reaction kinetics within 24 h. |
format |
Article in Journal/Newspaper |
author |
Villeneuve, Pierre Baréa, Bruno Sarrazin, Pierre Davrieux, Fabrice Boulanger, Renaud Caro, Yanis Figueroa-Espinoza, Maria-Cruz Pina, Michel Graille, Jean |
author_facet |
Villeneuve, Pierre Baréa, Bruno Sarrazin, Pierre Davrieux, Fabrice Boulanger, Renaud Caro, Yanis Figueroa-Espinoza, Maria-Cruz Pina, Michel Graille, Jean |
author_sort |
Villeneuve, Pierre |
title |
Synthesis of pyroglutamic acid fatty esters through lipase-catalyzed esterification with medium chains alcohols |
title_short |
Synthesis of pyroglutamic acid fatty esters through lipase-catalyzed esterification with medium chains alcohols |
title_full |
Synthesis of pyroglutamic acid fatty esters through lipase-catalyzed esterification with medium chains alcohols |
title_fullStr |
Synthesis of pyroglutamic acid fatty esters through lipase-catalyzed esterification with medium chains alcohols |
title_full_unstemmed |
Synthesis of pyroglutamic acid fatty esters through lipase-catalyzed esterification with medium chains alcohols |
title_sort |
synthesis of pyroglutamic acid fatty esters through lipase-catalyzed esterification with medium chains alcohols |
publishDate |
2003 |
url |
http://agritrop.cirad.fr/515306/ http://agritrop.cirad.fr/515306/1/515306.pdf https://doi.org/10.1016/S0141-0229(03)00081-4 http://catalogue-bibliotheques.cirad.fr/cgi-bin/koha/opac-detail.pl?biblionumber=177750 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
Enzyme and Microbial Technology |
op_relation |
http://agritrop.cirad.fr/515306/ Synthesis of pyroglutamic acid fatty esters through lipase-catalyzed esterification with medium chains alcohols. Villeneuve Pierre, Baréa Bruno, Sarrazin Pierre, Davrieux Fabrice, Boulanger Renaud, Caro Yanis, Figueroa-Espinoza Maria-Cruz, Pina Michel, Graille Jean. 2003. Enzyme and Microbial Technology, 33 (1) : 79-84.https://doi.org/10.1016/S0141-0229(03)00081-4 <https://doi.org/10.1016/S0141-0229(03)00081-4> http://agritrop.cirad.fr/515306/1/515306.pdf |
op_rights |
Cirad license info:eu-repo/semantics/restrictedAccess https://agritrop.cirad.fr/mention_legale.html |
op_doi |
https://doi.org/10.1016/S0141-0229(03)00081-4 |
container_title |
Enzyme and Microbial Technology |
container_volume |
33 |
container_issue |
1 |
container_start_page |
79 |
op_container_end_page |
84 |
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1771549214171463680 |