Nucleosides, nucleotides and nucleic acids p. 102 - 111 (2018)
Update date:2022-08-16
Topics:
Dovydenko, Ilya S.
Kupryushkin, Maxim S.
Pyshnyi, Dmitrii V.
Apartsin, Evgeny K.
This paper explores the potential of a modified phosphotriester approach to the synthesis of 5′-phosphoramidate derivatives of DNA and RNA oligonucleotides. The modification of 5′-deprotected support-bound oligonucleotides is done in two steps: i) conversion of the 5′-OH group of an oligonucleotide into an activated phosphodiester, and ii) treatment of the activated phosphodiester with an aminocompound. The approach is efficient and compatible with conventional solid phase oligonucleotide synthesis. It can be used for the conjugation of therapeutically relevant oligonucleotides with functional moieties or carrier constructions, which are to be removed after endocytosis.
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