948852-01-5Relevant academic research and scientific papers
A lipoxygenase-divinyl ether synthase pathway in flax (Linum usitatissimum L.) leaves
Chechetkin, Ivan R.,Blufard, Alexander,Hamberg, Mats,Grechkin, Alexander N.
, p. 2008 - 2015 (2008)
Incubation of linoleic acid with an enzyme preparation from leaves of flax (Linum usitatissimum L.) led to the formation of a divinyl ether fatty acid, i.e. (9Z,11E,1′Z)-12-(1′-hexenyloxy)-9,11-dodecadienoic [(ω5Z)-etheroleic] acid, as well as smaller amounts of 13-hydroxy-9(Z),11(E)-octadecadienoic acid. The 13-hydroperoxide of linoleic acid afforded the same set of products, whereas incubations of α-linolenic acid and its 13-hydroperoxide afforded the divinyl ether (9Z,11E,1′Z,3′Z)-12-(1′,3′-hexadienyloxy)-9,11-dodecadienoic [(ω5Z)-etherolenic] as the main product. Identification of both divinyl ethers was substantiated by their UV, mass-, 1H NMR and COSY spectral data. In addition to the 13-lipoxygenase and divinyl ether synthase activities demonstrated by these results, flax leaves also contained allene oxide synthase activity as judged by the presence of endogenously formed (15Z)-cis-12-oxo-10,15-phytodienoic acid in all incubations.
