Document Detail

Nutritional toxicology: on the mechanisms of inhibition of formation of potent carcinogens during cooking.
MedLine Citation:
PMID:  2675035     Owner:  NLM     Status:  MEDLINE    
Frying or broiling of meat or fish yields powerful genotoxic carcinogens such as 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) and related amino-imidazo azaarene carcinogens. We have explored the mode of formation and inhibition of production of these carcinogens. Maillard reactions from precursor amino acids, hydroxyamino acids, and simple carbohydrates appear to yield reactive aldehydes that interact with creatinine to produce specific mutagens/carcinogens. The simplest such IQ-like mutagen, 2-amino-5-ethylidene-1-methylimidazol-4-one, was prepared from acetaldehyde and creatinine. The formation of mutagens in laboratory models and during realistic frying of meat was effectively blocked by L-tryptophan, L-proline, and mixtures thereof. The underlying mechanism rests on competition, between the inhibitors containing an indole ring and creatinine, for intermediary reactive aldehydes produced during Maillard type reactions. The inhibition by L-tryptophan, L-proline, and other indoles is effective and can also be implemented practically.
J H Weisburger; R C Jones
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Publication Detail:
Type:  Journal Article; Review    
Journal Detail:
Title:  Progress in clinical and biological research     Volume:  304     ISSN:  0361-7742     ISO Abbreviation:  Prog. Clin. Biol. Res.     Publication Date:  1989  
Date Detail:
Created Date:  1989-10-19     Completed Date:  1989-10-19     Revised Date:  2008-11-21    
Medline Journal Info:
Nlm Unique ID:  7605701     Medline TA:  Prog Clin Biol Res     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  377-90     Citation Subset:  IM    
American Health Foundation, Valhalla, New York 10595.
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MeSH Terms
Carcinogens / chemical synthesis*
Dietary Fats / adverse effects
Food Habits
Hot Temperature
Mutagens / chemical synthesis,  isolation & purification
Reg. No./Substance:
0/Carcinogens; 0/Dietary Fats; 0/Mutagens; 73-22-3/Tryptophan

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