| Acrylamide formation mechanism in heated foods. | |
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MedLine Citation:
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PMID: 14705913 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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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. |
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Authors:
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David V Zyzak; Robert A Sanders; Marko Stojanovic; Daniel H Tallmadge; B Loye Eberhart; Deborah K Ewald; David C Gruber; Thomas R Morsch; Melissa A Strothers; George P Rizzi; Maria D Villagran |
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Publication Detail:
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Type: Journal Article |
Journal Detail:
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Title: Journal of agricultural and food chemistry Volume: 51 ISSN: 0021-8561 ISO Abbreviation: J. Agric. Food Chem. Publication Date: 2003 Jul |
Date Detail:
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Created Date: 2004-01-06 Completed Date: 2005-01-31 Revised Date: 2008-11-21 |
Medline Journal Info:
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Nlm Unique ID: 0374755 Medline TA: J Agric Food Chem Country: United States |
Other Details:
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Languages: eng Pagination: 4782-7 Citation Subset: IM |
Affiliation:
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The Procter & Gamble Company, Winton Hill Business Center, 6210 Center Hill Avenue, Cincinnati, Ohio 45224, USA. Zyzak.dv@pg.com |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Acrylamide
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analysis,
chemical synthesis*,
chemistry Asparagine / chemistry Carcinogens / analysis, chemical synthesis* Food Analysis* Hot Temperature* Schiff Bases / chemistry Solanum tuberosum / chemistry |
| Chemical | |
Reg. No./Substance:
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0/Carcinogens; 0/Schiff Bases; 7006-34-0/Asparagine; 79-06-1/Acrylamide |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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