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Updated: Aug 20, 2026

Chemical Triphosphorylation of Oligonucleotides
Published on: June 2, 2022
Nucleosidyl-O-Methylphosphonates: a pool of monomers for modified oligonucleotides
Dominik Rejman1, Milena Masojídková, Ivan Rosenberg
1Institute of Organic Chemistry and Biochemistry, Academy of Sciences, Prague 6, Czech Republic.
Abstract:
An unique set of 5'-O- and 3'-O-phosphonomethyl derivatives of four natural 2'-deoxyribonucleosides, 1-(2-deoxy-beta-D-threo-pentofuranosyl)thymine, 5'-O- and 2'-O-phosphonomethyl derivatives of 1-(3-deoxy-beta-D-erythro-pentofuranosyl)thymine, and 1-(3-deoxy-beta-D-threo-pentofuranosyl)thymine, has been synthesized as a pool of monomers for the synthesis of modified oligonucleotides. The phosphonate moiety was protected with 4-methoxy-1-oxido-2-pyridylmethyl ester group, serving also as an intramolecular catalyst in the coupling step.
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