78907-25-2Relevant articles and documents
Synthesis of N2-modified 7-methylguanosine 5′- monophosphates as nematode translation inhibitors
Piecyk, Karolina,Davis, Richard E.,Jankowska-Anyszka, Marzena
, p. 4781 - 4789 (2012/08/29)
Preparative scale synthesis of 14 new N2-modified mononucleotide 5′ mRNA cap analogues was achieved. The key step involved use of an SNAr reaction with protected 2-fluoro inosine and various primary and secondary amines. The derivatives were tested in a parasitic nematode, Ascaris suum, cell-free system as translation inhibitors. The most effective compound with IC50 ～0.9 μM was a N2-p-metoxybenzyl-7- methylguanosine-5′-monophosphate 35.
Dissociation of O6-(p-Methoxybenzyl)guanosine in Aqueous Solution to Yield Guanosine, p-Methoxybenzylguanosines, and 4-(p-Methoxybenzyl)-5-guanidino-1-β-D-ribofuranosylimidazole
Moschel, Robert C.,Hudgins, W. Robert,Dipple, Anthony
, p. 5489 - 5494 (2007/10/02)
The kinetics and products of O6-(p-methoxybenzyl)guanosine (1) decomposition in MeOH/H2O (5:95) at 40 deg C have been examined over a wide range of pH values.The decomposition is acid catalyzed below pH 7, but over the pH range 8-13 the rate of decomposition is nearly pH independent.In addition to guanosine, N2-(p-methoxybenzyl)guanosine, 4-(p-methoxybenzyl)-5-guanidino-1-β-D-ribofuranosylimidazole, and 7-(p-methoxybenzyl)-, 1-(p-methoxybenzyl)-, and 8-(p-methoxybenzyl)guanozine are produced by the decomposition of 1.Yields for these nucleoside products are pH dependent.An ionic mechanism involving dissociation of 1 to a p-methoxybenzylating agent which reassociates with either anionic and/or neutral guanosine largely accounts for the pH dependence of the product distributions.
