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Positional and geometrical isomers of linoleic acid in partially hydrogenated oils

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Journal of the American Oil Chemists’ Society

Abstract

The geometrical and positional isomers of linoleic acid of a partially hydrogenated canola oil-based spread were isolated and identified. Through partial hydrazine reduction and mass spectral studies,cis-9,trans-13 octadecadienoic acid was identified as the major isomer. Other quantitatively important isomers characterized werecis-9,trans-12;trans-9,cis-12 andcis-9,cis-15. These four were also the major isomers in margarine based on common vegetable oils. A number of minor isomers were detected and some structures identified weretrans-9,trans-12;trans-8,cis-12;trans-8,cis-13;cis-8,cis-13;trans-9,cis-15;trans-10,cis-15 andcis-9,cis-13. The proportions of the various isomers are given for some margarines in the Canadian retail market. The amounts oftrans-9,trans-12 isomer in Canadian margarines were generally below 0.5% of the total fatty acids.

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Authors and Affiliations

  1. Bureau of Nutritional Sciences, Food Directorate, Health and Welfare Canada, Banting Research Centre, Tunney's Pasture, K1A 0L2, Ottawa, Ontario, Canada

    W. M. N. Ratnayake & G. Pelletier

Authors
  1. W. M. N. Ratnayake
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  2. G. Pelletier
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Ratnayake, W.M.N., Pelletier, G. Positional and geometrical isomers of linoleic acid in partially hydrogenated oils. J Am Oil Chem Soc 69, 95–105 (1992). https://doi.org/10.1007/BF02540557

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  • DOI: https://doi.org/10.1007/BF02540557

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