Methylnitronitrosoguanidine

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Methylnitronitrosoguanidine[1]
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Abbreviations MNNG
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Template:Longitem C2H5N5O3
Molar mass 147.09 g/mol
Appearance Yellow crystals
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Methylnitronitrosoguanidine (MNNG[2] or MNG, NTG when referred to colloquially as nitrosoguanidine[3]) is a biochemical tool used experimentally as a carcinogen and mutagen.[1] It acts by adding alkyl groups to the O6 of guanine and O4 of thymine, which can lead to transition mutations between GC and AT. These changes do not cause a heavy distortion in the double helix of DNA and thus are hard to detect by the DNA mismatch repair system.

In organic chemistry, MNNG is used as a source of diazomethane when reacted with aqueous potassium hydroxide.[4]

MNNG is a probable human carcinogen listed as an IARC Group 2A carcinogen.[5]

Stability

MNNG produces diazomethane, a known methylating agent of DNA and other substrates, in basic aqueous solutions, and nitrous acid, a mutagen, in acidic solutions.[6]

References

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  1. a b Merck Index, 11th Edition, 6017.
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  5. N-METHYL-NTemplate:'-NITRO-N-NITROSOGUANIDINE (MNNG), International Agency for Research on Cancer
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