The Formation of threo‐11‐Hydroxy‐trans‐12: 13‐epoxy‐9‐cis‐octadecenoic Acid by Enzymic Isomerisation of 13‐l‐Hydroperoxy‐9‐cis,11‐trans‐octadecadienoic Acid by Soybean Lipoxygenase‐1
Open Access
- 1 February 1976
- journal article
- research article
- Published by Wiley in European Journal of Biochemistry
- Vol. 62 (1) , 33-36
- https://doi.org/10.1111/j.1432-1033.1976.tb10094.x
Abstract
The interaction of soybean lipoxygenase-1 with 13-l-hydroperoxy-9-cis,11-trans-octadecadienoic acid (13-hydroperoxy-linoleate), the product of the enzymic dioxygenation of linoleic acid, yields either a yellow or a purple-coloured enzyme species depending on the amount of product used. With an excess of 13-hydroperoxy-linoleate a labile purple-coloured enzyme species is formed which reverts to a yellow-coloured form with concomitant conversion of the hydroperoxy compound. In this reaction 13-hydroperoxy-linoleate isomerises into threo-11-hydroxy-trans-12: 13 epoxy-9-cis-octadecenoic acid as could be concluded from nuclear magnetic resonance and mass spectral data. Experiments with 13-[18O2]hydroperoxy-linoleate showed a high retention (70%) of the two hydroperoxy oxygen atoms in the end product.This publication has 11 references indexed in Scilit:
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