160053-66-7Relevant academic research and scientific papers
Synthesis of the P1, P2-methylene analog of N2-(p-n-butylphenyl)-2'- deoxyguanosine 5'-triphosphate: A non-substrate inhibitor of DNA polymerases
Yanachkov,Wright
, p. 339 - 350 (1994)
N2-(p-n-Butylphenyl)-2'-deoxyguanosine 5'-(P1, P2-methylene)- triphosphate (BuPdGMPCH2PP) has been synthesized. Displacement of the mesyloxy group of 5'-MesBuPdG by methanediphosphonate gave 30% of BuPdGMPCH2P, but 68% of 3,5'-cycloBuPdG. Reaction of the nucleoside BuPdG with methanediphosphonate and DCC gave 62% of BuPdGMPCH2PPCH2P, which was hydrolyzed to BuPdGMPCH2P in 77% yield. The title compound was obtained by reacting the imidazolide of BuPdGMPCH2P with orthophosphate. BuPdGMPCH2PP inhibited calf thymus DNA polymerase α with K(i) = 9.5 nM, a potency only fivefold weaker than that of BuPdGTP itself.
