Formation of γ-ketols from 13- and 9-hydroperoxides of linolenic acid by flaxseed hydroperoxide isomerase |
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Authors: | Paul Feng Brady A Vick Don C Zimmerman |
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Affiliation: | (1) U.S. Department of Agriculture, Science and Education Administration, Agriculatural Research, Department of Biochemistry, North Dakota State University, 58105 Fargo, ND |
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Abstract: | A reexamination of the flaxseed hydroperoxide isomerase reaction showed that a minor enzymic product (ca. 5%), identified
as a γ-ketol, was present. The substrates were the 13- or 9-hydroperoxides of linolenic acid, which were converted to 9-hydroxy-12-oxo-cis-15-trans-11-octadecadienoic acid, respectively. These compounds were formed in addition to the major products reported earlier: a
12,13-α-ketol and 12-oxo-cis-10,15-phytodienoic acid from the 13-isomer, and a 9,10-α-ketol from the 9-isomer. |
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