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Cited by 869

The DOI matches its Crossref record; 6 of the 6 references it cites were found in a registry or an index.

Acrylamide Formation Mechanism in Heated Foods

Zyzak, David V., Sanders, Robert A., Stojanovic, Marko, Tallmadge, Daniel H., Eberhart, B. Loye, Ewald, Deborah K., Gruber, David C., Morsch, Thomas R., Strothers, Melissa A., Rizzi, George P., Villagran, Maria D.·2003·Journal of Agricultural and Food Chemistry

Abstract

Recent findings of a potential human carcinogen, acrylamide, in foods have focused research on the possible mechanisms of formation. We present a mechanism for the formation of acrylamide from the reaction of the amino acid asparagine and a carbonyl-containing compound at typical cooking temperatures. The mechanism involves formation of a Schiff base followed by decarboxylation and elimination of either ammonia or a substituted imine under heat to yield acrylamide. Isotope substitution studies and mass spectrometric analysis of heated model systems confirm the presence of key reaction intermediates. Further confirmation of this mechanism is accomplished through selective removal of asparagine with asparaginase that results in a reduced level of acrylamide in a selected heated food. Keywords: Acrylamide; asparagine; Maillard reaction; LC-MS; foods; asparaginase; potato; reducing sugars; mechanism; isotopes; β-alanine amide; 3-aminopropionamide

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Crossref · 10.1021/jf034180i

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Metadata

Authors
Zyzak, D. V., Sanders, R. A., Stojanovic, M., Tallmadge, D. H., Eberhart, B. L., Ewald, D. K., Gruber, D. C., Morsch, T. R., Strothers, M. A., Rizzi, G. P., & Villagran, M. D.
Venue
Journal of Agricultural and Food Chemistry
Published
2003-06-28
Volume
51
Issue
16
Pages
4782-4787
ISSN
  • 0021-8561 (ISSN-L)
  • 1520-5118
OpenAlex
W2006291398
Cited by
869
References
6
FWCI
61.06
Type
journal article
Language
en
Open access
closed

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

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