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BY-NC-ND 3.0 license Open Access Published by De Gruyter June 2, 2014

Oxygen-Isotope Effect in Enzymatic Cleavage Reaction of 13-ʟ-Hydroperoxylinoleic Acid to Hexanal and 11-Formyl-cis-9-undecenoic Acid

  • Akikazu Hatanaka , Tadahiko Kajiwara , Jiro Sekiya and Takehiko Fukumoto

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.

Received: 1982-3-31
Published Online: 2014-6-2
Published in Print: 1982-9-1

© 1946 – 2014: Verlag der Zeitschrift für Naturforschung

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

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