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3-Deaza-3-methyl-adenine has been shown to be a stable analogue of N3-methyladenine (3MeA) which is the major cytotoxic lesion formed in DNA by methylating agents. The phosphoramidite can be used to incorporate this important, stable analogue into synthetic oligonucleotides.(1) We also provide the nucleoside precursor (PRA10013).
3MeA is unstable and is converted to an abasic site which has made rigorous proof of its role in cytotoxicity elusive.The use of 3-deaza-3-methyl-dA in oligonucleotides for replication assays has provided the most direct evidence to date showing that 3MeA is a significant block to two of the main replicases in eukaryotes.(2) These studies also showed that the Y-family polymerases are capable of bypassing the modified base in vitro.
- Plosky, B. S.; Frank, E. G.; Berry, D. A.; Vennall, G. P.; McDonald, J. P.; Woodgate, R, Nucleic Acids Res. 2008, 36, 2152-2162.
- Irani, R. J.; SantaLucia, J., Jr. Nucleosides, Nucleotides, and Nucleic Acids, 2002, 21, 737-751