2‘-Deoxycytidines Carrying Amino and Thiol Functionality:  Synthesis and Incorporation by Vent (Exo-) Polymerase

The synthesis of 2‘-deoxycytidine nucleosides bearing amino and thiol groups appended to the 5-position of the nucleobase via a butynyl linker is described. The corresponding triphosphates were then synthesized from the nucleoside and incorporated into oligonucleotides by Vent (exo-) DNA polymerase. The ability of Vent (exo-) polymerase to amplify oligonucleotides containing these functionalized cytidine derivatives in a polymerase chain reaction (PCR) was demonstrated for the amino-functionalized derivative.