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Updated: Dec 23, 2025

Chemical Triphosphorylation of Oligonucleotides
Published on: June 2, 2022
Phosphorylation Organocatalysts Highly Active by Design
Amit Fallek1, Mor Weiss-Shtofman1, Maria Kramer1
1School of Chemistry, Raymond and Beverly Sackler Faculty of Exact Sciences, Tel Aviv University, Tel Aviv 6997801, Israel.
Abstract:
The activity of nucleophilic organocatalysts for alcohol/phenol phosphorylation was enhanced through attaching oligoether appendages to a benzyl substituent on imidazole- or aminopyridine-based active units, presumably because of stabilizing n-cation interactions of the ethereal oxygens with the positively charged aza-heterocycle in the catalytic intermediates, and was substantially higher than that of known benchmark catalysts for a range of substrates. Density functional theory calculations and the study of analogues having a lower potential for such stabilizing interactions support our hypothesis.
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