3 years ago

Synthesis of 5′-Thio-3′-O-ribonucleoside Phosphoramidites

Synthesis of 5′-Thio-3′-O-ribonucleoside Phosphoramidites
Nan-Sheng Li, Jun Lu, Joseph A. Piccirilli
The chemical synthesis of phosphoramidite derivatives of all four 5′-deoxy-5′-thioribonucleosides is described. These phosphoramidites contained trityl (A, G, C, and U), dimethoxytrityl (A and G), or tert-butyldisulfanyl (G) as the 5′-S-protecting group. The application of several of these phosphoramidites for solid-phase synthesis of oligoribonucleotides containing a 2′-O-photocaged 5′-S-phosphorothiolate linkage or 5′-thiol-labeled RNAs is also further investigated.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b01484

DOI: 10.1021/acs.joc.7b01484

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