Synthesis and properties of a novel phosphodiester analogue, nucleoside boranophosphorothioate

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Jinlai Lin and Barbara Ramsay Shaw


Abstract

The first boranophosphorothioate [(RO)2P(S)(BH3)] mimic of a phosphodiester compound, dithymidine boranophosphorothioate, has been synthesized; while it is water soluble, this new analogue is more lipophilic and nuclease resistant than natural nucleoside phosphodiesters [(RO)2P(O)(O)] and phosphorothioates [(RO)2P(S)(O)].


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