| Formation of N-nitrosoiminodialkanoic acids and their unsuitability as biological monitors for endogenous nitrosation of dipeptides. | |
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MedLine Citation:
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PMID: 3742725 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Nitrosation of dipeptides which do not contain imino acids leads to rearrangement and the formation of N-nitrosoiminodialkanoic acids. The optimum conditions for the nitrosation of dipeptides in buffer solutions occur at pH 2.0 (0.8-3.2% yield) and are not significantly catalysed by thiocyanate. In vitro nitrosation in gastric juice resulted in a lower yield. It was demonstrated that under normal gastric conditions, a maximum yield of 0.1 mumol total N-nitrosoiminodialkanoic acids/0.1 mol dipeptide would occur, 0.1 mol representing a typical dietary intake of dipeptide. This corresponds to a total concentration of approximately 20 micrograms/l N-nitrosoiminodialkanoic acids over a 24 h period. However, this figure may be significantly altered due to the fluctuation of nitrosation catalysts and inhibitors in gastric juice. Further studies showed that N-nitrosoiminodialkanoic acids are quantitatively excreted in urine when fed by gavage to rats. However, co-administration of the precursor dipeptide and nitrite resulted in negligible in vivo formation. The presence of N-nitrosoiminodialkanoic acids in normal human urine was not detected. Thus it was concluded that the monitoring of N-nitrosoiminodialkanoic acids in human urine is not a suitable method for biological monitoring of the endogenous nitrosation of dipeptides. |
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Authors:
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A R Tricker; R Preussmann |
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Publication Detail:
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Type: Journal Article |
Journal Detail:
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Title: Carcinogenesis Volume: 7 ISSN: 0143-3334 ISO Abbreviation: Carcinogenesis Publication Date: 1986 Sep |
Date Detail:
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Created Date: 1986-10-17 Completed Date: 1986-10-17 Revised Date: 2004-11-17 |
Medline Journal Info:
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Nlm Unique ID: 8008055 Medline TA: Carcinogenesis Country: UNITED STATES |
Other Details:
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Languages: eng Pagination: 1523-6 Citation Subset: IM |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Animals Dipeptides / metabolism* Gastric Juice / metabolism Humans Hydrogen-Ion Concentration Male Monitoring, Physiologic / methods* Nitrates / pharmacology Nitroso Compounds / analysis, metabolism* Rats Rats, Inbred Strains Sodium Nitrite / pharmacology |
| Chemical | |
Reg. No./Substance:
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0/Dipeptides; 0/Nitrates; 0/Nitroso Compounds; 7631-99-4/sodium nitrate; 7632-00-0/Sodium Nitrite |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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