Premium
Synthesis of a fatty tetrahydroxyamide using peroxygenase from oat seeds
Author(s) -
Piazza George J.,
Foglia Thomas A.
Publication year - 2004
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/s11746-004-1004-6
Subject(s) - avena , chemistry , hydrolysis , amide , derivative (finance) , polyol , double bond , organic chemistry , fatty acid , stereochemistry , botany , biology , financial economics , economics , polyurethane
Prior work has shown that oat ( Avena sativa ) seeds are a rich source of lipase and peroxygenase. Partial epoxidation of the isobutyl amide derivative of α‐linolenic acid with peroxygenase gave N‐i ‐butyl‐9, 10–15, 16‐diepoxy‐12( Z )‐octadecenamide, a diepoxide product in which the epoxides reside only at the formerly external double bond positions. No amide hydrolysis occurred during the epoxidation procedure. Hydrolysis of the diepoxide gave N‐i ‐butyl‐9, 10,15,16‐tetrahydroxy‐12 ( Z )‐octadecenamide, a polyol derivative with relatively high polarity, potentially useful in developing new materials from fats and oils.