Synthesis of 11,12‐leukotriene A4, 11S,12S‐oxido‐5Z,7E,9E,14Z‐eicosatetraenoic acid, a novel leukotriene of the 12‐lipoxy genase pathway
Open Access
- 9 March 1987
- journal article
- Published by Wiley in FEBS Letters
- Vol. 213 (1) , 169-173
- https://doi.org/10.1016/0014-5793(87)81485-0
Abstract
A simple and efficient method for preparing 11,12‐leukotriene A4 has been established by the stereospecific biomimetic route from arachidonic acid. 12S‐Hydroperoxy‐5Z,8Z,10E,14Z‐eicosatetraenoic acid was synthesized using a partially purified 12‐lipoxygenase of porcine leukocytes. The methyl ester of the compound was then chemically converted to two labile epoxides with a conjugated triene structure. These compounds were identified by proton NMR and mass spectrometry to be 11S,12S‐oxido‐5Z,7E,9E,14Z‐eicosatetraenoic acid (11,12‐leukotriene A4) and its geometric isomer.Keywords
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