Description

A methylguanine in which the methyl group is positioned on the oxygen at position 6. Formed in DNA by alkylation of the oxygen atom of guanine, most often by N-nitroso compounds and sometimes due to methylation by other compounds such as endogenous S-adenosylmethionine, it base-pairs to thymine rather than cytidine, causing a G:C to A:T transition in DNA.

Chemical properties

Chemical formula Net charge Average mass
C6H7N5O 0 165.15288
6-O-methylguanine

Recommended notation

Name 6-O-methylguanine
Abbreviation m6G

Nomenclature

IUPAC SMILES InChI InChIKey Synonyms
6-methoxy-7H-purin-2-amine COc1nc(N)nc2nc[nH]c12 InChI=1S/C6H7N5O/c1-12-5-3-4(9-2-8-3)10-6(7)11-5/h2H,1H3,(H3,7,8,9,10,11) BXJHWYVXLGLDMZ-UHFFFAOYSA-N
  • o-(6)-methylguanine
  • o(6)-methylguanine
  • 6-methoxyguanine
  • 6-methoxy-1h-purine-2-amine
  • 2-amino-6-methoxypurine

Mapping techniques

Method Method detail Resolution
Qualifier
References
SMRT direct detection single-base target sequences

Nature

Origin Function Functional detail
Organisms
References
natural damage highly cytotoxic
  • Escherichia colii
  • Mesocricetus auratus
  • Mus musculus
  • Rattus norvegicus