Absolute configuration of 3-hydroxyadipic acid in human urine.
A method involving derivatization and combined gas chromatography--mass spectrometry has been developed to separate the enantiomers of 3-hydroxyadipic acid. By combining this method with asymmetric synthesis of the same acid, it has been shown that 3-hydroxyadipic acid excreted in urine consists of at least 95% of the L-enantiomer. This finding supports the hypothesis that dicarboxylic acids are degraded by ordinary beta-oxidation, and indicates that adipic acid may be converted into succinic acid.
D000272:Adipates / Q000652:urine*; D055598:Chemical Phenomena; D002621:Chemistry; D002849:Chromatography, Gas; D008401:Gas Chromatography-Mass Spectrometry; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D013055:Spectrophotometry, Infrared
D000272:Adipates; C045052:3-hydroxyadipic acid