title: Synthesis of nucleoside 3'-thiophosphates in one step procedure.
abstract: 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.
authors.affiliation: Department of Physiology and Biophysics, State University of New York at Stony Brook 11794, USA.
authors.forename: M B
authors.initials: MB
authors.lastname: Szczepanik
authors.forename: L
authors.initials: L
authors.lastname: Désaubry
authors.forename: R A
authors.initials: RA
authors.lastname: Johnson
mesh_terms: D000818:Animals; D009705:Nucleosides / Q000138:chemical synthesis*; D009943:Organophosphorus Compounds / Q000737:chemistry; D010766:Phosphorylation; D051381:Rats; D013057:Spectrum Analysis
chemical_list: D009705:Nucleosides; D009943:Organophosphorus Compounds