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Updated: Jul 10, 2026

Chemical Triphosphorylation of Oligonucleotides
Published on: June 2, 2022
Facile synthesis of oligonucleotide phosphoroselenoates
Kha Tram1, Xiaolu Wang, Hongbin Yan
1Department of Chemistry, Brock University, St. Catharines, ON, L2S 3A1, Canada.
Abstract:
Se-(2-cyanoethyl)phthalimide was synthesized from di-(2-cyanoethyl) diselenide. This reagent was found to be an efficient selenium transfer reagent in the synthesis of selenophosphates. Thus, nucleotide H-phosphonate diesters that are formed in situ through the H-phosphonate chemistry undergo quantitative reaction with Se-(2-cyanoethyl)phthalamide. The resulting Se-(2-cyanoethyl) oligonucleotide phosphoroselenoate triesters are subsequently deprotected to give oligonucleotide phosphoroselenoate diesters in excellent yields.
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