Reaction of nitrosoguanidine (N-methyl-N'-nitro-N-nitrosoguanidine) with tobacco mosaic virus and its RNA.
"Nitrosoguanidine" (N-methyl-N'-nitro-N-nitrosoguanidine) acts on polynucleotides in neutral aqueous solution, methylating guanine in the 7-position, and, to a much lesser extent, adenine. In 67 percent dimethylformamide the effect on the purines decreased, and what seems to be 3-methyl-cytosine appeared. In formamide solution no base changes were detected. Nitrosoguanidine had little mutagenic effect on tobacco mosaic virus RNA in water; it had greater effect in dimethylformamide, and even greater in formamide; it was a strong mutagen only when it acted on intact tobacco mosaic virus particles. Thus, neither the methylation of guanine nor the cytosine modification represents the main mutagenic event.
D000225:Adenine / Q000032:analysis; D002247:Carbon Isotopes; D055598:Chemical Phenomena; D002621:Chemistry; D003596:Cytosine / Q000032:analysis; D006146:Guanidines / Q000494:pharmacology*; D006147:Guanine / Q000032:analysis; D008745:Methylation; D009153:Mutagens / Q000494:pharmacology*; D009603:Nitroso Compounds / Q000494:pharmacology*; D010759:Phosphorus Isotopes; D011687:Purines / Q000032:analysis; D011743:Pyrimidines / Q000032:analysis; D012367:RNA, Viral / Q000032:analysis; D012996:Solutions; D014027:Tobacco Mosaic Virus / Q000187:drug effects*; D014498:Uracil / Q000032:analysis
D002247:Carbon Isotopes; D006146:Guanidines; D009153:Mutagens; D009603:Nitroso Compounds; D010759:Phosphorus Isotopes; D011687:Purines; D011743:Pyrimidines; D012367:RNA, Viral; D012996:Solutions; D014498:Uracil; D006147:Guanine; D003596:Cytosine; D000225:Adenine