DNADamage_AD_m3AD_MNU – DNA base methylation (adenine ==> 3-methyladenine; N-methyl-N-nitrosourea)

Name
WID DNADamage_AD_m3AD_MNU View in model
Name DNA base methylation (adenine ==> 3-methyladenine; N-methyl-N-nitrosourea) View in model
 
Classification
Type base_methylation View in model
 
Reaction
Stoichiometry [c]: AD + MNU ⇒ m3AD + NU View in model
 
Energetics
Is spontaneous (pH 7.5, 25C, I = 0) True View in model
 
Associations
Process Process_DNADamage View in model
 
Comments
Comments methylated by SN1 agents (eg. MNNG), 0.1% DNA methylation [PUB_0465]; occurs through CH2N2+ intermediate [PUB_0466]; relative rate: 8.5% MNU methylations [PUB_0467]
References

  1. Beranek DT. Distribution of methyl and ethyl adducts following alkylation with monofunctional alkylating agents. Mutat Res 231, 11-30 (1990). WholeCell: PUB_0467, PubMed: 2195323

  2. Sedgwick B. Repairing DNA-methylation damage. Nat Rev Mol Cell Biol 5, 148-57 (2004). WholeCell: PUB_0465, PubMed: 15040447

  3. Wurdeman RL, Church KM, Gold B. DNA methylation by N-methyl-N-nitrosourea, N-methyl-N'-nitro-N-nitrosoguanidine, N-nitroso(1-acetoxyethyl)methylamine, and diazomethane. The mechanism for the formation of N7-methylguanine in sequence-characterized 5'-[32P]-end-labeled DNA. J Am Chem Soc 111, 6408–6412 (1989). WholeCell: PUB_0466, URL: http://pubs.acs.org/doi/abs/10.1021/ja00198a064
 
Metadata
Created 2012-10-01 15:08:29
Last updated 2012-10-01 15:16:15