Methyloxydationen im Tierkörper. Der Abbau alkyl-substituierter Malonsäuren

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Abstract
In the body, caprylic, pelargonic, capric and undecylic acids are subjected to w-oxidation (methyl oxidation). Salts of the dicarboxylic acids CH3.(CH2)x.CH.(COOH)2 are used to study the influence of a COOH group in the a position on the oxidative catabolism of saturated fatty acids. Healthy dogs are fed a total of 4-13.5 g. of the analytically pure acids mixed with a normal diet. The dogs receive the diets 6-16 days, and the urine is collected quantitatively during these days, and for 2 days afterwards. The urine is acidified to Congo and shaken 5 times 4-5 hrs. with ether. The urine is then made neutral, concd. in vacuo, acidified and again extracted with ether. The unchanged acids or their decomposition products are recovered only in the ether extracts of the native unconcd. urine. The % recovery of n-amyl, isoamyl, n-hexyl and n-heptylmalonic acids in the urine are, respectively; 52, 60, 45 and 45. After feeding n-octylmalonic acid, 6.9% of the unchanged acid and 3.25% a-carboxysebacic acid are found in the urine, and after n-nonyl and n-decylmalonic acids, the urine contains a considerable amt. of a-carboxynonanoic dicarboxylic acid and a smaller amt. of a-carboxydecanoic dicarboxylic acid. n-Octyl, n-nonyl and n-decylmalonic acids, therefore, form the corresponding tricarboxylic acids by methyl oxidation. n-Undecyl, n-dodecyl, n-tetradecyl and n-cetylmalonic acids are either oxidized completely, or as is suggested, they may be stored in the body. Methyl oxidation, as is shown by the formation of the tricarboxylic acids, is limited to compounds having a definite C number, and is maximum with nonylmalonic acid. The methyl oxidation of the fatty acids is increased by the presence of a COOH group in the a position.

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