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Acrolein: Sources, metabolism, and biomolecular interactions relevant to human health and disease

Open access
Stevens, Jan F., Maier, Claudia S.·2008·Molecular Nutrition & Food Research

Abstract

Acrolein (2‐propenal) is ubiquitously present in (cooked) foods and in the environment. It is formed from carbohydrates, vegetable oils and animal fats, amino acids during heating of foods, and by combustion of petroleum fuels and biodiesel. Chemical reactions responsible for release of acrolein include heat‐induced dehydration of glycerol, retro‐aldol cleavage of dehydrated carbohydrates, lipid peroxidation of polyunsaturated fatty acids, and Strecker degradation of methionine and threonine. Smoking of tobacco products equals or exceeds the total human exposure to acrolein from all other sources. The main endogenous sources of acrolein are myeloperoxidase‐mediated degradation of threonine and amine oxidase‐mediated degradation of spermine and spermidine, which may constitute a significant source of acrolein in situations of oxidative stress and inflammation. Acrolein is metabolized by conjugation with glutathione and excreted in the urine as mercapturic acid metabolites. Acrolein forms Michael adducts with ascorbic acid in vitro, but the biological relevance of this reaction is not clear. The biological effects of acrolein are a consequence of its reactivity towards biological nucleophiles such as guanine in DNA and cysteine, lysine, histidine, and arginine residues in critical regions of nuclear factors, proteases, and other proteins. Acrolein adduction disrupts the function of these biomacromolecules which may result in mutations, altered gene transcription, and modulation of apoptosis.

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Crossref · 10.1002/mnfr.200700412

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Metadata

Authors
Stevens, J. F., & Maier, C. S.
Venue
Molecular Nutrition & Food Research
Publisher
Wiley
Published
2008-01
Volume
52
Issue
1
Pages
7-25
ISSN
  • 1613-4125 (ISSN-L)
  • 1613-4133
OpenAlex
W2056215168
Cited by
755
References
9
FWCI
9.70
Type
journal article
Language
en
Open access
green

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CoChat. (2026). Citation check: Acrolein: Sources, metabolism, and biomolecular interactions relevant to human health and disease. https://app.cochat.ai/papers/10.1002/mnfr.200700412
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Stevens, J. F., & Maier, C. S. (2008). Acrolein: Sources, metabolism, and biomolecular interactions relevant to human health and disease. Molecular Nutrition & Food Research. https://doi.org/10.1002/mnfr.200700412

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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).

Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.