Biosynthesis of 5-aminopentanoic acid and 2-piperidone from cadaverine and 1-piperideine in mouse.
1-Piperideine, 5-aminopentanoic acid, and its lactam, 2-piperidone, were identified as metabolites of cadaverine in 10,000 g mouse liver supernatants to which diamine oxidase had been added. Both metabolites were also found when the cadaverine metabolite 1-piperideine was incubated with the preparation which suggested that 1-piperideine is an intermediate in the formation of 5-aminopentanoic acid and 2-piperidone. Identification of the metabolites was based on gas chromatography-mass spectrometric analysis in comparison to authentic standards. Mouse brain homogenates converted 1-piperideine to 5-aminopentanoic acid. The results suggest that the metabolic fate of cadaverine may provide precursors of pharmacologically active analogues of GABA.
D006631:Amine Oxidase (Copper-Containing) / Q000378:metabolism; D000596:Amino Acids / Q000378:metabolism*; D021542:Amino Acids, Neutral; D000818:Animals; D002103:Cadaverine / Q000378:metabolism*; D003959:Diamines / Q000378:metabolism*; D008401:Gas Chromatography-Mass Spectrometry; D008099:Liver / Q000378:metabolism*; D008297:Male; D051379:Mice; D008813:Mice, Inbred ICR; D010880:Piperidines / Q000378:metabolism*; D010881:Piperidones / Q000378:metabolism*; D011725:Pyridines / Q000378:metabolism*; D005680:gamma-Aminobutyric Acid / Q000378:metabolism
D000596:Amino Acids; D021542:Amino Acids, Neutral; D003959:Diamines; D010880:Piperidines; D010881:Piperidones; D011725:Pyridines; C043383:1-piperideine; D005680:gamma-Aminobutyric Acid; C013809:5-aminovaleric acid; D006631:Amine Oxidase (Copper-Containing); D002103:Cadaverine; C043384:2-piperidone