Hydroperoxide lyase E"2 solubilized with Tween 20 from tea chloroplasts was shown to catalyze cleavage reaction of 13-L-hydroperoxy-cis-9,trans-11-octadecadienoic acid (13-ʟ-hydroper- oxylinoleic acid) to hexanal, a C6-compound and 11-formyl-cis-9-undecenoic acid, a C12-compound by identification of cleavage products using authentic specimens synthesized through an unequivocal route. An oxygen-isotope effect was first observed in the cleavage reaction of 18O- labeled 13-ʟ-hydroperoxylinoleic acid by solubilized E2″. The 18O-atom of hydroperoxide was not detected in carbonyl group of hexanal formed from 18O-labeled 13-ʟ-hydroperoxylinoleic acid.
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