guanylyl-(3--5-)-guanosine and methyl-iodide

For deeper understanding the roles of the mRNA cap structure in cellular processes isotopically labeled dinucleotide cap analogues have been synthesized as tools for NMR and in vivo studies. Tritium or carbon C-13 labeled methyl iodide was used as a source of the isotope material. In order to minimize the number of steps during the radioisotopic synthesis the methylation with tritium labeled methyl iodide was performed with Gp(3)G as a substrate. The C-13 isotope was introduced into the cap dinucleotide by methylation of GDP with C-13 Methyl iodide, followed by coupling the product with guanosine 5'-phosphorimidazolide in DMF with zinc chloride as a catalyst.

Topics: Carbon Isotopes; Catalysis; Dinucleoside Phosphates; Guanosine Monophosphate; Hydrocarbons, Iodinated; Isotope Labeling; Methylation; Nuclear Magnetic Resonance, Biomolecular; RNA Caps; RNA, Messenger; Tritium