Acrolein in Wine: Importance of 3-Hydroxypropionaldehyde and Derivatives in Production and Detection

Certain lactic acid bacteria strains belonging to the genus Lactobacillus have been implicated in the accumulation of 3-hydroxypropionaldehyde (3-HPA) during anaerobic glycerol fermentation. In aqueous solution 3-HPA undergoes reversible dimerization and hydration, resulting in an equilibrium state...

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Bibliographic Details
Published in:Journal of agricultural and food chemistry 2010-03, Vol.58 (6), p.3243-3250
Main Authors: Bauer, Rolene, Cowan, Donald A, Crouch, Andrew
Format: Article
Language:English
Subjects:
acrolein
Acrolein - analysis
Acrolein - metabolism
alcoholic fermentation
bitterness
detection
Fermentation
flavor
food analysis
food composition
food contamination
Glyceraldehyde - analogs & derivatives
Glyceraldehyde - analysis
Glyceraldehyde - metabolism
Lactobacillus - metabolism
literature reviews
Propane - analysis
Propane - metabolism
quantitative analysis
toxic substances
Wine - analysis
Wine - microbiology
wine quality
winemaking
wines
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Summary:Certain lactic acid bacteria strains belonging to the genus Lactobacillus have been implicated in the accumulation of 3-hydroxypropionaldehyde (3-HPA) during anaerobic glycerol fermentation. In aqueous solution 3-HPA undergoes reversible dimerization and hydration, resulting in an equilibrium state between different derivatives. Wine quality may be compromised by the presence of 3-HPA due to the potential for spontaneous conversion into acrolein under winemaking conditions. Acrolein is highly toxic and has been implicated in the development of bitterness in wine. Interconversion between 3-HPA derivatives and acrolein is a complex and highly dynamic process driven by hydration and dehydration reactions. Acrolein is furthermore highly reactive and its steady-state concentration in complex systems very low. As a result, analytical detection and quantification in solution is problematic. This paper reviews the biochemical and environmental conditions leading to accumulation of its precursor, 3-HPA. Recent advances in analytical detection are summarized, and the roles played by natural chemical derivatives are highlighted.
ISSN:0021-8561
1520-5118
DOI:10.1021/jf9041112