title: Nucleosidyl-O-Methylphosphonates: a pool of monomers for modified oligonucleotides.
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.
authors.affiliation: Institute of Organic Chemistry and Biochemistry, Academy of Sciences, Prague 6, Czech Republic.
authors.forename: Dominik
authors.initials: D
authors.lastname: Rejman
authors.forename: Milena
authors.initials: M
authors.lastname: Masojídková
authors.forename: Ivan
authors.initials: I
authors.lastname: Rosenberg
mesh_terms: D003853:Deoxyribonucleosides / Q000737:chemistry* / Q000378:metabolism; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis*; D063065:Organophosphonates / Q000737:chemistry / Q000378:metabolism; D009943:Organophosphorus Compounds / Q000737:chemistry* / Q000378:metabolism
chemical_list: D003853:Deoxyribonucleosides; D009838:Oligodeoxyribonucleotides; D063065:Organophosphonates; D009943:Organophosphorus Compounds; C032627:methylphosphonic acid