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PubMed · 10756207

Highly efficient solid phase synthesis of oligonucleotide analogs containing phosphorodithioate linkages.

D C Capaldi·D L Cole·V T Ravikumar
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Abstract

A triester method for the synthesis of deoxynucleoside phosphorodithioate dimers is described. The phosphorodithioate linkage is introduced using a new dithiophosphorylating reagent DPSE-SP(S)Cl(2)where DPSE = 2-diphenylmethylsilylethyl. This group is removed quickly using tetra-butylammonium fluoride leading to the quantitative formation of phosphorodithioate diesters uncontaminated with the corresponding phosphorothioates. The utility of this group is demonstrated by the synthesis of a penta-decathymidylic acid, [T(PS(2))T(PO(2))](7)T, which contains alternating phosphorodithioate/phosphate diester internucleotide linkages.

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EstersIndicators and ReagentsNuclear Magnetic Resonance, BiomolecularOligonucleotidesOrganothiophosphorus CompoundsPhosphatesJournal Article

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D C Capaldi, D L Cole, V T Ravikumar. 2000-05-01. Highly efficient solid phase synthesis of oligonucleotide analogs containing phosphorodithioate linkages.. https://doi.org/10.1093/nar%2F28.9.e40

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