Post-synthetic transamination at position N4 of cytosine in oligonucleotides assembled with routinely used phosphoramidites

The commercially available and cheap nucleotide phosphoramidites are routinely used for the oligonucleotide (ODN) assembly. T{,} isobutyryl-dG (iBudG){,} benzoyl-dA (BzdA){,} acetyl-dC (AcdC) and benzoyl-dC (BzdC) derivatives are sufficient to produce orthogonally protected ODNs. Clean and efficient (ca. 30%–70% yield) post-synthetic amination of an ODN assembled with such phosphoramidites was selectively achieved at the N4 position of a singly introduced BzdC. Such a method represents a novel and cheap strategy for the user-friendly post-modification of oligonucleotides at the internal position.

Références

Titre
Post-synthetic transamination at position N4 of cytosine in oligonucleotides assembled with routinely used phosphoramidites
Type de publication
Article de revue
Année de publication
2020
Revue
Org. Biomol. Chem.
Pagination
-
Date de publication
11/2020
Soumis le 16 décembre 2020