Use of nitrite and hypochlorite treatments in determination of the contributions of IQ-type and non-IQ-type heterocyclic amines to the mutagenicities in crude pyrolyzed materials.
The mutagenic heterocyclic amines Glu-P-2, MeA alpha C and Phe-P-1, which possess a 2-aminopyridine structure in their molecule (non-IQ-type mutagens), were found to be inactivated by nitrite treatment under acidic conditions, as observed previously with Trp-P-1, Trp-P-2, Glu-P-1 and A alpha C. In contrast, MeIQx, 4,8- and 7,8-DiMeIQx, which were originally isolated from fried beef or heated model mixtures of creatinine, amino acids and glucose, and which have a 2-aminoimidazole moiety in their molecules (IQ-type mutagens), were very resistant to nitrite treatment like IQ and MeIQ. Both types of mutagenic heterocyclic amines were completely inactivated by treatment with hypochlorite. This differential inactivation of mutagenic heterocyclic amines by nitrite and hypochlorite was used in determination of the contributions of IQ-type and non-IQ-type mutagens to the total mutagenicities of various pyrolyzed materials. The percentage contributions of IQ-type mutagens to the mutagenicities of broiled sardine, fried beef, broiled horse mackerel, cigarette smoke condensate and albumin tar were 88, 75, 48, 6 and 4, respectively.
D000588:Amines / Q000037:antagonists & inhibitors / Q000633:toxicity*; D055598:Chemical Phenomena; D002621:Chemistry; D005504:Food Analysis; D006571:Heterocyclic Compounds / Q000037:antagonists & inhibitors / Q000633:toxicity*; D006997:Hypochlorous Acid; D009152:Mutagenicity Tests; D009153:Mutagens; D009573:Nitrites; D011725:Pyridines / Q000037:antagonists & inhibitors / Q000633:toxicity; D011802:Quinidine / Q000037:antagonists & inhibitors / Q000633:toxicity; D012486:Salmonella typhimurium / Q000235:genetics; D012906:Smoke / Q000032:analysis
D000588:Amines; D006571:Heterocyclic Compounds; D009153:Mutagens; D009573:Nitrites; D011725:Pyridines; D012906:Smoke; D006997:Hypochlorous Acid; D011802:Quinidine