Becher G, Knize M G, Nes I F, Felton J S
Department of Toxicology, National Institute of Public Health, Oslo, Norway.
Carcinogenesis. 1988 Feb;9(2):247-53. doi: 10.1093/carcin/9.2.247.
Two samples of a typical Norwegian minced meat emulsion were fried at 215 degrees C. One had the regular composition while 4.2% creatine was added to the second sample prior to frying. Mutagens in both samples were purified using aqueous acid extraction, XAD-2 adsorption and a series of semipreparative and analytical high performance liquid chromatography (HPLC) purification steps monitored by the Ames/Salmonella mutagenicity test. Mutagenic activity in the creatine-fortified product was enhanced 15-fold. Mutagenicity profiles from reverse-phase and normal-phase HPLC were qualitatively similar for both samples indicating no major production of new mutagens due to the presence of additional creatine. A total of 8 distinct mutagenic peaks could be separated after three additional HPLC steps. These compounds fall into a class of compounds called amino-imidazoazaarenes (AIA). The majority of mutagenic activity is made up by the known cooking mutagens 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline (MeIQx), 2-amino-3,4,8-trimethylimidazo[4,5-f]quinoxaline (DiMeIQx), 2-amino-3-methylimidazo[3,5-f]quinoline (IQ) and 2-amino-n,n,n-trimethylimidazopyridine (TMIP). Smaller contributions are from 2-amino-3-methylimidazo- [4,5-f]quinoxaline (IQx), 2-amino-n,n-dimethylimidazopyridine (DMIP), 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) and two oxygen-containing AIA. With respect to mass, MeIQx and PhIP were the dominating mutagens.
取两份典型的挪威碎肉乳化物样本,在215摄氏度下进行油炸。一份为常规成分,另一份在油炸前添加了4.2%的肌酸。两份样本中的诱变剂均采用水相酸萃取、XAD - 2吸附以及一系列半制备和分析型高效液相色谱(HPLC)纯化步骤进行纯化,并通过艾姆斯/沙门氏菌诱变性试验进行监测。添加肌酸的产品中诱变活性增强了15倍。两份样本反相和正相HPLC的诱变性图谱在定性上相似,表明额外添加肌酸并未大量产生新的诱变剂。经过额外三步HPLC步骤后,共分离出8个不同的诱变峰。这些化合物属于一类称为氨基 - 咪唑并氮杂芳烃(AIA)的化合物。大部分诱变活性由已知的烹饪诱变剂2 - 氨基 - 3,8 - 二甲基咪唑并[4,5 - f]喹喔啉(MeIQx)、2 - 氨基 - 3,4,8 - 三甲基咪唑并[4,5 - f]喹喔啉(DiMeIQx)、2 - 氨基 - 3 - 甲基咪唑并[3,5 - f]喹啉(IQ)和2 - 氨基 - N,N,N - 三甲基咪唑并吡啶(TMIP)构成。较小部分来自2 - 氨基 - 3 - 甲基咪唑并[4,5 - f]喹喔啉(IQx)、2 - 氨基 - N,N - 二甲基咪唑并吡啶(DMIP)、2 - 氨基 - 1 - 甲基 - 6 - 苯基咪唑并[4,5 - b]吡啶(PhIP)以及两种含氧AIA。就质量而言,MeIQx和PhIP是主要的诱变剂。