Issue 3, 1991

The enzymic conversion of 13-hydroperoxylinoleic acid into 13-hydroxy-12-oxooctadec-9(Z)-enoic acid and 9-hydroxy-12-oxooctadec-10(E)-enoic acid: isotopic evidence for an allene epoxide intermediate

Abstract

Using synthetic [9,10,12,13-2H4]linoleic acid as substrate it is shown that flax enzyme preparation forms [9,10,13-2H3]-13-hydroxy-12-oxooctadec-9(Z)-enoic acid and [9,10,13-2H3]-9-hydroxy-12oxooctadec-10(E)-enoic acid with loss of the deuterium originally at C-12, thus demonstrating that an allene epoxide is involved as an intermediate and that transfer of deuterium from C-12 to C-11 does not occur.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1991, 577-580

The enzymic conversion of 13-hydroperoxylinoleic acid into 13-hydroxy-12-oxooctadec-9(Z)-enoic acid and 9-hydroxy-12-oxooctadec-10(E)-enoic acid: isotopic evidence for an allene epoxide intermediate

L. Crombie and D. O. Morgan, J. Chem. Soc., Perkin Trans. 1, 1991, 577 DOI: 10.1039/P19910000577

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