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Synlett 1995; 1995(7): 703-705
DOI: 10.1055/s-1995-5063
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The Synthesis and Incorporation in Oligonucleotides of a Thymidine Dimer Containing an Internucleoside Phosphinate Linkage

Stephen P. Collingwood* , Anthony D. Baxter
  • *Central Research Laboratories, Ciba-Geigy PLC, Hulley Road, Macclesfield, Cheshire, SK10 2NX, UK
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Publication History

Publication Date:
31 December 2000 (online)

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A phosphinic acid protecting group strategy has been applied to the synthesis of a dinucleotide analogue containing a phosphinate as replacement for the phosphate in a thymidine-thymidine dimer. The dinucleotide modification was readily incorporated into deoxy-nucleic acid via phosphoramidate chemistry. The biophysical profile, with respect to binding to the RNA complement, has been assessed as both a protected ethyl ester and as the free phosphinate.

Nucleotide Analogue - Antisense - Phosphinate - Protected Phosphonous Acid

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