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Structure and intraglyceride distribution of coriolic acid

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Lipids

Abstract

Coriolic [(R)-13-hydroxy-cis-9,trans-11-octadecadienoic] acid (III, R=Z=H) was isolated as the methyl ester from twoCoriaria seed oils in 66 and 68% yields. The double bonds and hydroxyl group were located by periodate-permanganate oxidation before, and chromic acid oxidation after, hydrogenation of the double bonds. Alternatively the positions of the functional groups were indicated by a convenient micro-ozonolysis-gas-liquid chromatographic procedure. Determination of products from partial hydrolysis of theCoriaria oils with pancreatic lipase (EC 3.1.1.3) revealed a preference of the corioloyl group for the 1,3-positions in triglyceride molecules. The possible significance of coriolic acid as an intermediate in the biogenetic conversion of linoleic acid to conjugated trienoic acids is discussed.

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Authors and Affiliations

  1. Northern Regional Research Laboratory, 61604, Illinois, Peoria

    W. H. Tallent, Jeanne Harris, G. F. Spencer & I. A. Wolff

Authors
  1. W. H. Tallent
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  2. Jeanne Harris
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  3. G. F. Spencer
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  4. I. A. Wolff
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Additional information

No. Utiliz. Res. Dev. Div., ARS, USDA.

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Tallent, W.H., Harris, J., Spencer, G.F. et al. Structure and intraglyceride distribution of coriolic acid. Lipids 3, 425–430 (1968). https://doi.org/10.1007/BF02531282

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  • DOI: https://doi.org/10.1007/BF02531282

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