Preparation of 2'-thio-2'-deoxycytidine 2':3'-phosphorothioate.
The synthesis of a novel ribonucleotide analog 2'-thio-2' deoxycytidine 2':3'-O,S-phosphorothioate is described. In the first step, 2,2'-anhydro 1-beta-D-arabinosylcytosine was thiophosphorylated by the action of dithiophosphate, a process which gave predominantly the 3'-O-phosphorothioate isomer. An intramolecular displacement reaction led to the formation of the title compound. Structure and reactivity of this thioanalog differ substantially from 2':3'-CMP.
D003597:Cytosine Nucleotides / Q000138:chemical synthesis*; D006868:Hydrolysis; D013329:Structure-Activity Relationship; D013873:Thionucleotides / Q000138:chemical synthesis*
D003597:Cytosine Nucleotides; D013873:Thionucleotides