Synthesis of nucleoside 3'-thiophosphates in one step procedure.
A mild and efficient one-step method of thiophosphorylation was devised for acid-sensitive nucleosides. The procedure is based on thiophosphorylation of nucleoside magnesium alkoxide by 2-chloro-2-thio-1,3,2-dioxaphospholane. The utility and efficiency of this method combined with deprotection of the resulting cyclic triester were demonstrated by its application to the synthesis of both adenosine 3'- and 5'-thiophosphates. The procedure does not require protection of the exocyclic amino group and can be successfully used for the thiophosphorylation of nucleosides that are unusually sensitive to depurination.
Szczepanik
M B
MB
Department of Physiology and Biophysics, State University of New York at Stony Brook 11794, USA.
Désaubry
L
L
Johnson
R A
RA
D000818:Animals; D009705:Nucleosides / Q000138:chemical synthesis*; D009943:Organophosphorus Compounds / Q000737:chemistry; D010766:Phosphorylation; D051381:Rats; D013057:Spectrum Analysis
D009705:Nucleosides; D009943:Organophosphorus Compounds