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Oxathiaphospholane Method of the Stereocontrolled Synthesis of Phosphorothioate Analogues of Oligonucleotides

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RNA Biochemistry and Biotechnology

Part of the book series: NATO Science Series ((ASHT,volume 70))

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Abstract

Oligonucleotide analogues have recently found wide application in biochemistry and molecular biology as valuable tools for studying interactions of DNA/RNA with other biomolecules [1–3] and as potential candidates for therapeutics in the antisense/antigene or ribozyme strategy [4–6]. Among oligonucleotide congeners most widely used for such a studies are those modified within the internucleotide phosphate group including phosphorothioates, phosphorodithioates, methanephosphonates, phosphoramidates, phosphotriesters etc. The phosphorothioate modification, in which one of the nonbridging oxygen atoms of internucleotide phosphate is substituted by sulphur [7], is most frequently employed in physicochemical and enzymatic studies [8,9]. Phosphorothioate oligodeoxyribonucleotides are also most promising candidates for antisense drugs against several viral and cancer diseases as indicated by their use in numerous clinical trials [10–11], and by recent FDA approval of phosphorothioate 22-mer (Fomivirsen) for treatment of CMV retinitis in AIDS patients (Aug.26, 1998).

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Authors and Affiliations

  1. Department of Bioorganic Chemistry, Polish Academy of Sciences, Centre of Molecular and Macromolecular Studies, Sienkiewicza 112, 90-363, Łódź, Poland

    A. Okruszek

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  1. Institute of Bioorganic Chemistry of the Polish Academy of Sciences, Poznan, Poland

    Jan Barciszewski

  2. Institute of Molecular and Structural Biology, University of Aarhus, Denmark

    Brian F. C. Clark

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© 1999 Springer Science+Business Media Dordrecht

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Okruszek, A. (1999). Oxathiaphospholane Method of the Stereocontrolled Synthesis of Phosphorothioate Analogues of Oligonucleotides. In: Barciszewski, J., Clark, B.F.C. (eds) RNA Biochemistry and Biotechnology. NATO Science Series, vol 70. Springer, Dordrecht. https://doi.org/10.1007/978-94-011-4485-8_24

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  • DOI: https://doi.org/10.1007/978-94-011-4485-8_24

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