Soybean lipoxygenase synthesis

In 1990, Triantaphylidds and coworkers reported on the preparative enzymatic synthesis of hnoleic acid (135) hydroperoxide 24a using soybean lipoxygenase-1. In this dioxygenation asymmetry is induced by the catalyst, the enzyme. The reaction was later used by Dussault and also by Baba and coworkers as key step in the preparation of more complex peroxides. The enzyme is a non-heme iron dioxygenase which catalyzes the incorporation of dioxygen into polyunsaturated fatty acids to yield E,Z conjugated diene hydroperoxides 24a-d. With this enzymatic method, the hydroperoxide 24a could... 

Recently Nicolaou repotted the synthesis of (5S, 15S)-diHETEs and a positional isomer (8S,15S)-diHETE. Both of these compounds may be formed using commercially available soybean lipoxygenase, and are formed by sequential lipoxygenase catalysed oxidations at specific points on arachidonic acid. 

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