Mutagenicity of soy sauce treated with nitrite in the presence of ethanol or alcoholic beverages.
The mutagenicity induced by soy sauce after reaction with 50 mM nitrite at pH 3, 37 degrees C, for 60 min in the presence of 1.25-10% ethanol was reduced in proportion to the ethanol concentration. The mutagenicity of soy sauce treated with nitrite was also reduced in the presence of commercial alcoholic beverages, Japanese sake, wine, 'shochu', whiskey and brandy, but not beer, in proportion to the concentration. The mutagenicity of nitrite-treated tyramine, which is a major precursor of a mutagen in soy sauce treated with nitrite, was strongly reduced in the presence of ethanol, n-propanol or isopropanol and more strongly reduced in the presence of methanol, but was increased twofold in the presence of the sugars glucose or sucrose. The reduction of the mutagenicity of nitrite-treated tyramine required simultaneous treatment of tyramine with ethanol and nitrite. The mutagenicity of tyramine treated with nitrite was clearly reduced in the presence of shochu and whiskey, similarly to ethanol. Analysis by high-performance liquid chromatography revealed that the reduction of the mutagenicity of nitrite-treated tyramine in the presence of ethanol resulted from the reduced production of mutagenic 3-diazotyramine from tyramine.
Higashimoto
M
M
Department of Hygienic Chemistry, Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Japan.
Yamamoto
T
T
Kinouchi
T
T
Handa
Y
Y
Matsumoto
H
H
Ohnishi
Y
Y
D000433:1-Propanol / Q000378:metabolism; D000434:Alcoholic Beverages; D016587:Antimutagenic Agents / Q000378:metabolism; D002851:Chromatography, High Pressure Liquid; D003212:Condiments / Q000633:toxicity; D000431:Ethanol / Q000378:metabolism*; D005519:Food Preservation; D005947:Glucose / Q000378:metabolism; D000432:Methanol / Q000378:metabolism; D009152:Mutagenicity Tests; D009153:Mutagens / Q000378:metabolism / Q000633:toxicity*; D015538:Nitrosation; D012486:Salmonella typhimurium / Q000187:drug effects; D012977:Sodium Nitrite / Q000378:metabolism / Q000633:toxicity*; D013025:Glycine max / Q000633:toxicity*; D013395:Sucrose / Q000378:metabolism; D014439:Tyramine / Q000031:analogs & derivatives* / Q000378:metabolism / Q000633:toxicity
D016587:Antimutagenic Agents; D009153:Mutagens; D000431:Ethanol; D013395:Sucrose; C051069:3-diazotyramine; D000433:1-Propanol; D005947:Glucose; D012977:Sodium Nitrite; D014439:Tyramine; D000432:Methanol