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Updated: Jul 1, 2026

Nucleoside Triphosphates - From Synthesis to Biochemical Characterization
Published on: April 3, 2014
Synthesis of nucleoside 5'-S-methylphosphonates and related compounds
Ivana Kósíová1, Ivan Rosenberg
1Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences, Flemingovo n. 2, 16 610 Prague 6, Czech Republic.
Abstract:
Phosphonate analogs of mono- and oligonucleotides with the P-C-O-C5' moiety have interesting biochemical and biophysical properties. A series of novel compounds, S-methylphosphonate-based nucleotides, with the P-C-S-C5' linkage was prepared as monomers for solid phase synthesis of modified oligonucleotides. Replacement of the 5'-oxygen atom with more nucleophilic, bulky, and lipophilic sulfur atom may influence the physicochemical and biological properties of nucleoside 5'-S-methylphosphonates and chimeric oligonucleotides as well.
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