Synthesis and properties of a novel phosphodiester analogue, nucleoside boranophosphorothioate
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)–].