Biosynthesis of 5‐Aminopentanoic Acid and 2‐Piperidone from Cadaverine and 1‐Piperideine in Mouse

Abstract

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.

Cadaveric volatile organic compounds released by decaying pig carcasses (Sus domesticus L.) in different biotopes

“…Even so, we have detected the piperidin-2-one in each pig carcass. This compound could be a metabolite of cadaverine [47]. Skatole and indole, two other aromatic phenolic compounds associated with the decompositional process [33,44], were detected in previous work, but only indole has been detected once in our study.…”

Enhanced Characterization of the Smell of Death by Comprehensive Two-Dimensional Gas Chromatography-Time-of-Flight Mass Spectrometry (GCxGC-TOFMS)

“…Liquid chromatography (LC) is more suitable to detect biogenic amines [4]. Even so, 2-piperidone, a cadaverine metabolite [62], was detected in our cadaveric emanation. Sulfur compounds such as DMDS and DMTS are very frequent biomarkers in cadaveric samples of vertebrate tissues [3]–[5], [7]–[17].…”

Preliminary Studies into the Characterization of Chemical Markers of Decomposition for Geoforensics*

“…Several previously unreported compounds were detected in the decomposition fluid samples during the trials, the main ones being benzeneacetic acid, benzenepropionic acid, 2‐piperidone, and isocaproic acid. While having previously been reported as breakdown products of amino acids (25,26,28–30), these compounds have not previously been identified in decomposition fluid. Further research trials are required, particularly with carcasses within the soil matrices, as well as continuing analytical method development to ensure valid quantitative results.…”