Isotope Exchange of Azidothymidine with Tritium

Abstract

The following modes of isotope exchange of azidothymidine (3'-azido-3'-deoxythymidine) with tritium were studied: solid- and liquid-phase isotope exchange with gaseous tritium and isotope exchange in solution with tritium water. Catalytic reactions of azidothymidine with gaseous tritium in solution result in virtually complete reduction of the azido group to amino group. This reduction also occurs in the course of solid-phase catalytic hydrogenation; the yield of 3'-amino-3'-deoxythymidine ranges from 20 to 70%. The molar radioactivity of tritium-labeled azidothymidine prepared by solid-phase catalytic isotope exchange with gaseous tritium and by isotope exchange in solution with tritium water does not exceed 0.5 Ci mmol-1.