Document Detail

A model system study of the inhibition of heterocyclic aromatic amine formation by organosulfur compounds.
MedLine Citation:
PMID:  12475289     Owner:  NLM     Status:  MEDLINE    
Organosulfur compounds and sodium bisulfite significantly inhibited (P < 0.05) heterocyclic aromatic amine (HAA) formation in model systems containing phenylalanine, creatinine, and glucose. There was, however, no inhibition by the same compounds in a model system containing only phenylalanine and creatinine. Diallyl disulfide (DAD) and dipropyl disulfide (DPD) concentrations in the model systems were significantly decreased (P < 0.05) after heating for 10 min at 180 degrees C. Only very low concentrations of sulfhydryl groups (4.19 and 4.00 micromol) were produced on heating DAD and DPD for 30 min. Reaction of glucose and DAD produced several sulfur-containing compounds. After 10 min of heating at 180 degrees C, HAA formation in the control model systems was increased significantly, and DAD was an effective inhibitor during this heating period. Tetrahydrothiophene-3-one (THT) and tetrahydrothiophene (THP); two products resulting from the interaction of glucose and DAD, had no direct influence on HAA formation in the model systems.
Han-Seung Shin; Gale M Strasburg; J Ian Gray
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Journal of agricultural and food chemistry     Volume:  50     ISSN:  0021-8561     ISO Abbreviation:  J. Agric. Food Chem.     Publication Date:  2002 Dec 
Date Detail:
Created Date:  2002-12-11     Completed Date:  2003-01-17     Revised Date:  2008-11-21    
Medline Journal Info:
Nlm Unique ID:  0374755     Medline TA:  J Agric Food Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  7684-90     Citation Subset:  IM    
Department of Food Science and Human Nutrition, Michigan State University, East Lansing, Michigan 48824-1224, USA.
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MeSH Terms
Allyl Compounds / pharmacology
Amines / chemistry*
Creatinine / chemistry
Disulfides / pharmacology
Glucose / chemistry
Heterocyclic Compounds / chemistry*
Hot Temperature
Imidazoles / analysis,  chemistry
Phenylalanine / chemistry
Quinoxalines / analysis,  chemistry
Sulfur Compounds / pharmacology*
Reg. No./Substance:
0/2-amino-3-methylimidazo(4,5-f)quinoxaline; 0/Allyl Compounds; 0/Amines; 0/Disulfides; 0/Heterocyclic Compounds; 0/Imidazoles; 0/Quinoxalines; 0/Sulfites; 0/Sulfur Compounds; 105650-23-5/2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine; 2179-57-9/diallyl disulfide; 50-99-7/Glucose; 60-27-5/Creatinine; 629-19-6/n-propyl disulfide; 63-91-2/Phenylalanine; 7631-90-5/sodium bisulfite; 77500-04-0/2-amino-3,8-dimethylimidazo(4,5-f)quinoxaline

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

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