195375-59-8Relevant academic research and scientific papers
NAA-modified dna oligonucleotides with zwitterionic backbones: Stereoselective synthesis of A-T phosphoramidite building blocks
Schmidtgall, Boris,H?bartner, Claudia,Ducho, Christian
, p. 50 - 60 (2015)
Modifications of the nucleic acid backbone are essential for the development of oligonucleotide-derived bioactive agents. The NAA-modification represents a novel artificial internucleotide linkage which enables the site-specific introduction of positive c
Convenient syntheses of 3′-amino-2′,3′- dideoxynucleosides, their 5′-monophosphates, and 3′-aminoterminal oligodeoxynucleotide primers
Eisenhuth, Ralf,Richert, Clemens
experimental part, p. 26 - 37 (2009/04/07)
(Chemical Equation Presented) 5′-Protected 3′-amino-2′, 3′-dideoxynucleosides containing any of the four canonical nucleobases (A/C/G/T) were prepared via azides in five to six steps, starting from deoxynucleosides. For pyrimidines, the synthetic route in
N3′→P5′ Oligodeoxyribonucleotide Phosphoramidates: A New Method of Synthesis Based on a Phosphoramidite Amine-Exchange Reaction
Nelson, Jeffrey S.,Fearon, Karen L.,Nguyen, Mark Q.,McCurdy, Sarah N.,Frediani, Jeff E.,Foy, Michael F.,Hirschbein, Bernard L.
, p. 7278 - 7287 (2007/10/03)
A new method for the synthesis of N3′→P5′ phosphoramidate oligodeoxynucleotides is demonstrated. Described herein is the synthesis of the monomers utilized in the phosphoramidite amine-exchange process and the experimental details pertaining to this new mode of chain assembly. The phosphoramidite amine-exchange method generates coupling yields in the 92-95% range per cycle and further enables the synthesis of chimeric phosphoramidate/phosphodiester or phosphoramidate/ phosphorothioate oligonucleotides with no instrument modifications.
