Synthesis of N2, N2, 7-trimethylguanosine cap derivatives.
Several derivatives of N2,N2-7-trimethylguanosine (m3(2,2,7G)-cap, which was found at the 5' ends of small nuclear RNAs, were synthesized by use of S-phenyl N2,N2,7-trimethylguanosine 5'-phosphorothioate (PhSpm3(2,2,7)G) as a key intermediate. This compound was activated by iodine in the presence of phosphoric acid and diphosphoric acid to give N2,N2,7-trimethylguanosine-5'-diphosphate (ppm3(2,2,7)G) and 5'-triphosphate (ppm3(2,2,7)G), respectively. Similar reactions of PhSpm3(2,2,7)G with ADP and GDP gave capped dinucleoside triphosphates, m3(2,2,7)G5'pppA and m3(2,2,7)G5'pppG, respectively.
Iwase
R
R
Department of Life Chemistry, Tokyo Institute of Technology, Yokohama, Japan.
Sekine
M
M
Tokumoto
Y
Y
Ohshima
Y
Y
Hata
T
T
D000244:Adenosine Diphosphate; D002851:Chromatography, High Pressure Liquid; D002852:Chromatography, Ion Exchange; D006151:Guanosine / Q000031:analogs & derivatives; D006153:Guanosine Diphosphate; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D012315:RNA Caps / Q000138:chemical synthesis*
D007202:Indicators and Reagents; D012315:RNA Caps; D006151:Guanosine; D006153:Guanosine Diphosphate; C017778:N(2),N(2),7-trimethylguanosine; D000244:Adenosine Diphosphate