title: Synthesis of nucleoside 5'-S-methylphosphonates and related compounds.
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.
authors.affiliation: Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences, Flemingovo n. 2, 16 610 Prague 6, Czech Republic.
authors.forename: Ivana
authors.initials: I
authors.lastname: Kósíová
authors.forename: Ivan
authors.initials: I
authors.lastname: Rosenberg
mesh_terms: D009711:Nucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D009841:Oligonucleotides / Q000138:chemical synthesis; D063065:Organophosphonates / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D009711:Nucleotides; D009841:Oligonucleotides; D063065:Organophosphonates