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Issue 8, 1988
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The conversion of linoleic acid (13S)-hydroperoxide into (13R)-hydroxy-12-oxo-octadec-(9Z)-enoic acid and 9-hydroxy-12-oxo-octadec-(10E)-enoic acid by a flax enzyme. Isotopic evidence for allene epoxide intermediates

Leslie Crombie  and  David O. Morgan 

Abstract

Conversion of [9,10,12,13-2H4]linoleic acid, via its 13-hydroperoxide, into the γ-ketol (9) by a flax enzyme, with loss of C-13-[2H], can only satisfactorily be explained by the intervention of an allene epoxide intermediate; α-ketol (2) formation involves a similar mechanism.

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Article type: Paper
DOI: 10.1039/C39880000556
Citation: J. Chem. Soc., Chem. Commun., 1988,0, 556-557
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    The conversion of linoleic acid (13S)-hydroperoxide into (13R)-hydroxy-12-oxo-octadec-(9Z)-enoic acid and 9-hydroxy-12-oxo-octadec-(10E)-enoic acid by a flax enzyme. Isotopic evidence for allene epoxide intermediates

    L. Crombie and D. O. Morgan, J. Chem. Soc., Chem. Commun., 1988, 0, 556
    DOI: 10.1039/C39880000556

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