Unexpectedly facile synthesis of symmetrical P1,P2-dinucleoside-5'pyrophosphates.
Symmetrical dinucleoside 5'-pyrophosphates have been synthesized from the corresponding nucleoside 5'-phosphate free acid in high yield.  The one-pot procedure is carried out in DMF or DMSO using triphenylphosphine and 2,2'-dipyridyldisulfide as the coupling agents, and 1-methylimidazole as the catalyst.
Kanavarioti
A
A
Department of Chemsitry and Biochemistry, University of California, Santa Cruz 95064, USA.
Lu
J
J
Rosenbach
M T
MT
Hurley
T B
TB
D015082:2,2'-Dipyridyl / Q000031:analogs & derivatives* / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D004121:Dimethyl Sulfoxide; D015226:Dinucleoside Phosphates / Q000032:analysis / Q000138:chemical synthesis* / Q000302:isolation & purification; D011756:Diphosphates / Q000138:chemical synthesis; D004220:Disulfides / Q000737:chemistry*; D007093:Imidazoles / Q000737:chemistry; D007291:Inosine Monophosphate / Q000031:analogs & derivatives; D009943:Organophosphorus Compounds / Q000737:chemistry*
D015226:Dinucleoside Phosphates; D011756:Diphosphates; D004220:Disulfides; D007093:Imidazoles; D009943:Organophosphorus Compounds; D007291:Inosine Monophosphate; C001105:2,2'-dipyridyl disulfide; C061896:triphenylphosphine; D015082:2,2'-Dipyridyl; D004121:Dimethyl Sulfoxide