2,6-diaminopurine

2,6-diaminopurine is a small-molecule adenine analogue and purine antimetabolite that can substitute for adenine in nucleic acids, alter Watson–Crick base pairing, and interfere with nucleic acid metabolism. As an unnatural nucleobase, it pairs with thymine in DNA and uracil in RNA via three hydrogen bonds, and has been used experimentally as an antineoplastic agent and as a tool compound to study incorporation of unnatural nucleotides into tRNA, DNA, and RNA.[1][7][16] More recently, 2,6-diaminopurine has been identified as a highly potent, low-toxicity corrector of UGA nonsense mutations, acting by inhibiting the tRNA-specific 2′-O-methyltransferase FTSJ1, reducing Cm34 methylation of tRNA(Trp), and thereby promoting selective translational readthrough of UGA premature stop codons in cellular and mouse models; this makes it a candidate for treating genetic diseases caused by UGA nonsense mutations and has also shown antitumor activity in TP53 UGA-mutant xenografts.[1][4]

Other names

2-aminoadenine7H-purine-2,6-diamine9H-purine-2,6-diaminepurine-2,6-diamine2,6-diamino-purin-9-yl