We have developed a robust solid-phase protocol which allowed the synthesis of chimeric oligonucleotides modified with phosphodiester and O-methylphosphonate linkages as well as their P-S and P-N variants. The novel O-methylphosphonate-derived modifications were obtained by oxidation, sulfurization, and amidation of the O-methyl-(H)-phosphinate internucleotide linkage introduced into the oligonucleotide chain by H-phosphonate chemistry using nucleoside-O-methyl-(H)-phosphinates as monomers. The H-phosphonate coupling followed by oxidation after each cycle enabled us to successfully combine H-phosphonate and phosphoramidite chemistries to synthesize diversely modified oligonucleotide strands.

• Keywords
• H-phosphinate, H-phosphonate, oligonucleotide, phosphonamidate, phosphonate, phosphonothioate, phosphoramidate, phosphoramidite, phosphorothioate,
• MeSH
• Amides chemistry   MeSH
• Dimerization MeSH
• Phosphates chemistry   MeSH
• Phosphorothioate Oligonucleotides chemical synthesis   MeSH
• Phosphoric Acids chemistry   MeSH
• Molecular Structure MeSH
• Oligonucleotides chemical synthesis   chemistry   MeSH
• Solid-Phase Synthesis Techniques * MeSH
• Publication type
• Journal Article MeSH
• Names of Substances
• Amides MeSH
• Phosphates MeSH
• Phosphorothioate Oligonucleotides MeSH
• Phosphoric Acids MeSH
• Oligonucleotides MeSH
• phosphoramidic acid MeSH Browser
• phosphorodithioic acid MeSH Browser