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Influence of amino acids on the formation of mutagenic/carcinogenic heterocydic amines in a model system

Johansson, Maria A.E. ; Fay, Laurent B. ; Gross, Glan A. ; Olsson, Kjell ; Jägerstad, Margaretha

In: Carcinogenesis, 1995, vol. 16, no. 10, p. 2553-2560

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    Titre
    • Influence of amino acids on the formation of mutagenic/carcinogenic heterocydic amines in a model system
    Auteur
    • Johansson, Maria A.E.. Department of Applied Nutrition and Food Chemistry, Chemical Centre, Lund University, PO Box 124, S-221 00 Lund, Sweden, PO Box 44, Vers-chez-les-Blanc, CH-l000 Lausanne 26, Switzerland, PO Box 7015, S-750 07 Uppsala, Sweden
    • Fay, Laurent B.. Nestec Ltd. Nestlé Research Centre PO Box 44, Vers-chez-les-Blanc, CH-l000 Lausanne 26, Switzerland
    • Gross, Glan A.. Nestec Ltd. Nestlé Research Centre PO Box 44, Vers-chez-les-Blanc, CH-l000 Lausanne 26, Switzerland
    • Olsson, Kjell. Department of Chemistry, Swedish University of Agricultural Sciences PO Box 7015, S-750 07 Uppsala, Sweden
    • Jägerstad, Margaretha. Department of Applied Nutrition and Food Chemistry, Chemical Centre, Lund University, PO Box 124, S-221 00 Lund, Sweden, PO Box 44, Vers-chez-les-Blanc, CH-l000 Lausanne 26, Switzerland, PO Box 7015, S-750 07 Uppsala, Sweden
    Type de document
    • Postprint
    Identifiant OAI-PMH
    • oai:doc.rero.ch:301958
    Summary
    Mixtures of creatinine, glucose and various single amino acids were heated at 180°C for 10 min in an aqueous model system. The heated mixtures all showed mutagenic activity, ranging from 80 to 2400 TA98 revertant colonies/μmol creatinine with metabolic activation. Testing of HPLC fractions for mutagenic activity showed each mixture to contain several mutagenic components, some of which corresponded to known heterocyclic amines and others to unknown compounds. The presence of 2-amino-3-methyl-imidazo[4,5-f]quinoxaline, 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline and 2-amino-3,7,8-trimethylimidazo[4,5-f]quinoxaline in most of the samples was established using HPLC with photodiode array detection and liquid chromatography/mass spectrometry with electrospray interface and single ion monitoring. In addition, 2-amino-3,4,8-trimethylimidazo[4,5-f]quinoxaline 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine, 3-amino-1,4-di-methyl-5H-pyrido[4,3-b]indole and 3-amino-1-methyl-5H-pyrido[4,3-b]indole and the co-mutagenic compounds 9H-pyrido[3,4-bindole and 1-methyl-9H-pyrido[3,4-b]indole were detected in some samples