Identification of the mutagenic quinoxaline isomers from fried ground beef
| Autor: | James A. Happe, James S. Felton, Mark G. Knize, Susan K. Healy |
|---|---|
| Rok vydání: | 1987 |
| Předmět: |
Salmonella typhimurium
Magnetic Resonance Spectroscopy Meat Health Toxicology and Mutagenesis Mutagen Mass spectrometry medicine.disease_cause High-performance liquid chromatography Structure-Activity Relationship chemistry.chemical_compound Quinoxaline Isomerism Quinoxalines Genetics medicine Structural isomer Animals Molecular Biology Chromatography Mutagenicity Tests Chemistry food and beverages Nuclear magnetic resonance spectroscopy Biochemistry Cattle Mutagens |
| Zdroj: | Mutation Research/Fundamental and Molecular Mechanisms of Mutagenesis. 178:25-32 |
| ISSN: | 0027-5107 |
| DOI: | 10.1016/0027-5107(87)90082-0 |
| Popis: | Two mutagens isolated from fried-beef patties were compared to a series of synthetic structural isomers of 2-aminodimethylimidazo[4,5-ƒ]quinoxaline (MeIQx) and 2-aminotrimethylimidao[4,5-ƒ]quinoxaline (DiMeIQx). Comparison by NMR spectrometry and HPLC coelution showed that one beef mutagen (molecular weight of 213) was identical to the 8-MeIQx isomer not the 7-Me isomer. Another quinoxaline beef mutagen, having 3 methyl groups (molecular weight of 227), had an NMR spectrum different from the 5,8- or 7,8-DiMeIQx isomers, but not clearly distinguishable from the 4,8- or 4,7-DiMeIQz isomers. The HPLC separation of the DiMeIQx isomers and subsequent addition of the beef mutagen showed the beef-derived compound to coelute with the 4,8-DiMeIQx and not with the 4,7-DiMeIQx. The number and positron of methyl groups was responsible for a 7-fold range of mutagenic response in the Ames/Salmonella assay. In conclusion, the major quinoxaline mutagens isolated from fried beef were identified as -MeIQx and 4,8-DiMeIQx isomers. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|