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Updated: Jan 14, 2026

Chemical Triphosphorylation of Oligonucleotides
Published on: June 2, 2022
Automated solid-phase synthesis of RNA oligonucleotides containing a nonbridging phosphorodithioate linkage via
Nan-Sheng Li1, John K Frederiksen, Joseph A Piccirilli
1Department of Biochemistry & Molecular Biology, The University of Chicago, 929 East 57th Street, Chicago, Illinois 60637, United States. nli@uchicago.edu
Abstract:
This work describes a general method for the synthesis of oligoribonucleotides containing a site-specific nonbridging phosphorodithioate linkage via automated solid-phase synthesis using 5'-O-DMTr-2'-O-TBS-ribonucleoside 3'-N,N-dimethyl-S-(2,4-dichlorobenzyl) phosphorothioamidites (2a-2d). The 3'-phosphorothioamidites (2a-2d) can be conveniently prepared in good yields (86-99%) via a one-pot reaction from the corresponding 5'-O-DMTr-2'-O-TBS-ribonucleosides (1a-1d).

