Acrolein contributes strongly to antimicrobial and heterocyclic amine transformation activities of reuterin
Stevens, Marc J. A.
Sturla, Shana J.
- Journal Article
Rights / licenseCreative Commons Attribution 4.0 International
Glycerol/diol dehydratases catalyze the conversion of glycerol to 3-hydroxypropionaldehyde (3-HPA), the basis of a multi-component system called reuterin. Reuterin has antimicrobial properties and undergoes chemical conjugation with dietary heterocyclic amines (HCAs). In aqueous solution reuterin is in dynamic equilibrium with the toxicant acrolein. It was the aim of this study to investigate the extent of acrolein formation at various physiological conditions and to determine its role in biological and chemical activities. The application of a combined novel analytical approach including IC-PAD, LC-MS and NMR together with specific acrolein scavengers suggested for the first time that acrolein, and not 3-HPA, is the active compound responsible for HCA conjugation and antimicrobial activity attributed to reuterin. As formation of the HCA conjugate was observed in vivo, our results imply that acrolein is formed in the human gut with implications on detoxification of HCAs. We propose to re-define the term reuterin to include acrolein. Show more
Journal / seriesScientific Reports
Pages / Article No.
PublisherNature Publishing Group
Organisational unit02514 - Laboratorium für Organische Chemie / Laboratory of Organic Chemistry
03850 - McNeill, Kristopher / McNeill, Kristopher
03853 - Sturla, Shana / Sturla, Shana
03626 - Lacroix, Christophe / Lacroix, Christophe
08663 - NMR-Service LOC
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