Synthesis of partially-deuterated 2′-deoxyribonucleoside blocks and their incorporation into an oligo-DNA for simplification of overcrowding and selective enhancement of resolution and sensitivity in the 1H-NMR spectra

Abstract

The chemical synthesis of appropriately protected partially-deuterated 2′( R/ S ),3′,5′( R/ S )- 2H 3-2′-deoxyribonucleoside blocks [∼43 atom % 2H at C5′( R ), ∼57 atom % 2H at C5′( S ); ∼15 atom % 2H at C2′( R ), ∼85 atom % 2H at C2′( S ) and >99 atom % 2H at C3′] is reported. The availability of these deuterium labelled blocks on large scale has enabled the chemical assemblage of the deuterio isotopomeric 12mer ▪ DNA duplex by standard solid-phase synthesis protocol in order to demonstrate the usefulness of the new “NMR-window III” approach (see the following paper).