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Synthesis of the 3′-thio-nucleosides and subsequent automated synthesis of oligodeoxynucleotides containing a 3′-S-phosphorothiolate linkage

Nature Protocols volume 2, pages 31223135 (2007) | Download Citation

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Abstract

Oligodeoxynucleotides containing 3′-S-phosphorothiolate (3′-PS) linkages have become useful tools for probing enzyme-catalyzed cleavage processes in DNA. This protocol describes the synthesis of the phosphorothioamidite monomers derived from thymidine and 2′-deoxycytidine, and their application to a fully automated procedure for synthesising oligodeoxynucleotides containing 3′-PS linkages. The synthesis of the 5′-protected-3′-amidites is achievable in 2 weeks with the DNA synthesis and purification taking another 1 week.

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Acknowledgements

The authors thank Alan Mills for obtaining mass spectra.

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Affiliations

  1. Department of Chemistry, University of Liverpool, Liverpool, L69 7ZD, UK.

    • James W Gaynor
    • , Joanne Bentley
    •  & Richard Cosstick

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Correspondence to James W Gaynor or Richard Cosstick.

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DOI

https://doi.org/10.1038/nprot.2007.451

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