Publications [#233822] of Barbara R. Shaw

Journal Articles

  1. Khan, S; Dobrikov, M; Shaw, BR, ""Synthesis of 5-ethynyl-2'-deoxyuridine-5'-boranomonophosphate as a Potential Thymidylate Synthase Inhibitor"", Nucleosides, Nucleotides and Nucleic Acids, 2004, 24(222), 1047-1049 (In Press.) [16248089], [doi].
    (last updated on 2024/04/24)

    Abstract:
    The 5-ethynyl-2'-deoxyuridine nucleoside and the 5'-boranomonophosphate nucleotide were synthesized as analogs of 5-fluoro-2'-deoxyuridine monophosphate (5-FdUMP), a widely used mechanism-based inhibitor of thymidylate synthase. Synthesis was carried out from protected 5-iodo-2'-deoxyuridine and trimethylsilylacetylene by Sonogashira palladium-catalyzed cross coupling reaction followed by selective phosphorylation and finally boronation.