Clinical Chemistry
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Clinical Chemistry 26: 261-265, 1980;
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Clinical Chemistry, Vol 26, 261-265, Copyright © 1980 by American Association for Clinical Chemistry

3-hydroxydecanedioic acid and related homologues: urinary metabolites in ketoacidosis

J Greter, S Lindstedt, H Seeman and G Steen

Urine from patients with ketoacidosis was found to contain a number of aliphatic 3-hydroxy dicarboxylic acids. The acids were purified by silicic acid chromatography and their structures determined by gas chromatography-mass spectrometry of different derivatives. The major compound was 3-hydroxydecanedioic acid. Minor compounds were 3- hydroxyoctanedioic acid, 3-hydroxyoctenedioic acid, 3- hydroxydecenedioic acid, 3-hydroxydodecanedioic acid, 3- hydroxydodecenedioic acid, 3-hydroxytetradecenedioic acid, and 3- hydroxytetradecadienedioic acid. The excretion of 3-hydroxydecanedioic acid correlated positively with the excretion of hexanedioic acid, another metabolite constantly found in ketoacidosis (Pettersen et al., Clin. Chim. Acta 38: 17-24, 1972). We suggest that the 3-hydroxy dicarboxylic acids are formed from fatty acids by a combination of omega-oxidation and incomplete beta-oxidation.


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M. Dhar, D. W. Sepkovic, V. Hirani, R. P. Magnusson, and J. M. Lasker
Omega oxidation of 3-hydroxy fatty acids by the human CYP4F gene subfamily enzyme CYP4F11
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Metabolic, Nutritional, Iatrogenic, and Artifactual Sources of Urinary Organic Acids: A Comprehensive Table
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