Mg. Knize et al., FORMATION OF MUTAGENIC ACTIVITY FROM AMINO-ACIDS HEATED AT COOKING TEMPERATURES, Food and chemical toxicology, 32(1), 1994, pp. 55-60
To investigate the formation of aromatic amine-like mutagenic activity
in cooked grain foods, amino acids were heated alone or in binary com
binations at either 150 or 210 degrees C. About half of the binary mix
tures of arginine heated with other amino acids produced potent mutage
nic responses in the Ames/Salmonella assay, but only cysteine produced
mutagenic products when heated alone. One-to-one molar ratios of argi
nine heated with threonine, valine, cystine, cysteine or tryptophan pr
oduced reaction products that gave 1200-3200 revertants/mmol in Salmon
ella strain TA98 with metabolic activation. 1-Methylguanidine, a fragm
ent of arginine, produced a mutagenic response when heated alone or in
binary mixtures with all amino acids tested. Analysis of reaction pro
duct extracts by solid-phase extraction and HPLC failed to find the kn
own heterocyclic amines commonly found in cooked meats that would expl
ain the measured mutagenic activity. As judged by biological and chemi
cal characterization, several new aromatic amine mutagens are formed b
y heating some simple amino acids-combined with arginine, and these re
actants may be the source of the mutagenic products detected in the ex
tracts of some cooked grain-based foods.