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Updated: Nov 29, 2025

Chemical Triphosphorylation of Oligonucleotides
Published on: June 2, 2022
Post-synthetic transamination at position N4 of cytosine in oligonucleotides assembled with routinely used
Rémy Lartia1, Coelio Vallée, Eric Defrancq
1Univ. Grenoble Alpes, CNRS, DCM UMR5250, F-38000 Grenoble, France. eric.defrancq@univ-grenoble-alpes.fr remy.lartia@univ-grenoble-alpes.fr.
Abstract:
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.
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