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 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.

Bibliographic Details

Main Authors:	Goujard, Laurent, Figueroa-Espinoza, Maria-Cruz, Villeneuve, Pierre
Format:	article biblioteca
Language:	eng
Subjects:	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,
Online Access:	http://agritrop.cirad.fr/523814/ http://agritrop.cirad.fr/523814/1/523814.pdf
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