DMT-Cholesteryl succinylamino solid supports (CPG, loading: 33 mumole/gram and TentaGel loading: 152 mumole/gram) and DMT-cholesteryl phosphoramidite were prepared for use in automated DNA synthesis of cholesteryl modified TFOs in the synthesis scales from 0.2 to 300 mumole. The modified TFOs were found to have a 5 to 50 fold increase in their uptake properties.