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Synthesis of 5'-Thio-3'-O-ribonucleoside Phosphoramidites.

ABSTRACT: 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.

SUBMITTER: Li NS

PROVIDER: S-EPMC6557410 | biostudies-literature | 2017 Dec

REPOSITORIES: biostudies-literature

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Synthesis of 5'-Thio-3'-O-ribonucleoside Phosphoramidites.

Li Nan-Sheng NS Lu Jun J Piccirilli Joseph A JA

The Journal of organic chemistry 20171031 23

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. ...[more]

PMID: 29049877

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