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

András Földesi, Tatiana V. Maltseva, Zoltán Dinya, Jyoti Chattopadhyaya

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Abstract

The chemical synthesis of appropriately protected partially-deuterated 2'(R/S),3',5'(R/S)-2H3-2'-deoxyribonucleoside blocks [~43 atoms % 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 [d(C1G2C3G4A5A6T7T8C9G10C11G12)]2 DNA duplex by standard solid-phase synthesis protocol in order to demonstrate the usefulness of the new 'NMR-window III' approach.

Original languageEnglish
Pages (from-to)14487-14514
Number of pages28
JournalTetrahedron
Volume54
Issue number48
DOIs
Publication statusPublished - Nov 26 1998

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ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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