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Journal of Lipid Research, Vol. 1, 139-146, January 1960
Copyright © 1960 by Lipid Research, Inc.
The Rockefeller Institute, New York 21, N.Y.
Complete structural characterization of the C18, C20, and C22 unsaturated acids of menhaden body oil is described. The present report brings to 23 the number of chemically defined unsaturated acids in this oil, accounting for 95 per cent of the total weight of unsaturated acids. Of these 23 acids, 7 have not previously been reported. Pure acids (or mixtures of positional isomers) were isolated by fractional crystallization, fractional distillation, counter-current distribution, rubber column chromatography, and preparative gas-liquid chromatography. Acids which were homogeneous in respect to chain length and number of double bonds were degraded by oxidative and reductive ozonolysis; fragments were identified by gas-liquid chromatography of the carboxylic acids and as addition-products of the aldehydes. Our studies of this complex oil, which is composed of more than 44 different acids, provide convincing evidence of the great usefulness of gas-liquid chromatography as a preparative and analytical procedure. Chemical characterization studies are now feasible on a microscale.
Submitted on August 8, 1959
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