Ethynyl, 2‑Propynyl, and 3‑Butynyl C‑Phosphonate
Analogues of Nucleoside Di- and Triphosphates: Synthesis and Reactivity
in CuAAC
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Abstract
The
synthesis and reactivity of a novel class of clickable nucleotide
analogues containing a C-phosphonate subunit that has an alkyne group
at the terminal position of the oligophosphate chain are reported.
The C-phosphonate subunits were prepared by simple one- or two-step
procedures using commercially available reagents. Nucleotides were
prepared by MgCl<sub>2</sub>-catalyzed coupling reactions and then
subjected to CuAAC reactions with various azide compounds to afford
5′-γ-labeled nucleoside triphosphates in excellent yields