Synthesis of 3H and 13C labeled mRNA cap dinucleotides--useful tools for NMR, biochemical, and biological studies.
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.
Jemielity
Jacek
J
Department of Biophysics, Institute of Experimental Physics, Warsaw University, Zwirki i Wigury 93, Warsaw 02-089, Poland. jacekj@biogeo.uw.edu.pl
Stolarski
Ryszard
R
Darzynkiewicz
Edward
E
D002247:Carbon Isotopes / Q000737:chemistry; D002384:Catalysis; D015226:Dinucleoside Phosphates / Q000737:chemistry*; D006157:Guanosine Monophosphate / Q000031:analogs & derivatives / Q000737:chemistry; D006847:Hydrocarbons, Iodinated / Q000737:chemistry; D007553:Isotope Labeling; D008745:Methylation; D019906:Nuclear Magnetic Resonance, Biomolecular; D012315:RNA Caps / Q000737:chemistry*; D012333:RNA, Messenger / Q000737:chemistry*; D014316:Tritium / Q000737:chemistry
D002247:Carbon Isotopes; D015226:Dinucleoside Phosphates; D006847:Hydrocarbons, Iodinated; D012315:RNA Caps; D012333:RNA, Messenger; D014316:Tritium; C018309:guanylyl-(3'-5')-guanosine; C025339:guanosine 5'-phosphoimidazolide; D006157:Guanosine Monophosphate; C014055:methyl iodide