Solid-Phase Synthesis of Phosphorothioate/Phosphonothioate and Phosphoramidate/Phosphonamidate Oligonucleotides

Autor:	Ondřej Kostov, Radek Liboska, Ondřej Páv, Pavel Novák, Ivan Rosenberg
Jazyk:	angličtina
Rok vydání:	2019
Předmět:	H-phosphinate H-phosphonate phosphoramidite oligonucleotide phosphonate phosphorothioate phosphonothioate phosphoramidate phosphonamidate Organic chemistry QD241-441
Zdroj:	Molecules, Vol 24, Iss 10, p 1872 (2019)
Druh dokumentu:	article
ISSN:	1420-3049
DOI:	10.3390/molecules24101872
Popis:	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.
Databáze:	Directory of Open Access Journals
Externí odkaz:	https://doaj.org/article/191eb462b3924578a64326222e95215f Zobrazit plný text záznamu View record in DOAJ Plný text ve formátu PDF Plný text ve formátu HTML
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