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2'-OMe-C(Ac)-Thiophosphoramidite

2'-OMe-C(Ac)-Thiophosphoramidite

2'-OMe-C(Ac)-Thiophosphoramidite, BULK (g), HDPE Screw-Top

Phosphoramidite used to incorporate a 2'-OMe-C nucleobase when creating phosphorodithioate (PS2) linkages.

Key features

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  • Phosphorodithioate linkage is achiral at phosphorus.
  • Completely resistant to nuclease degradation.
  • Forms complexes with DNA and RNA with partially reduced stabilities.
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Item ID LK2583-C000
TBD
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Product information

Replacing two non-bridging oxygen atoms with sulphur atoms in an oligo phosphodiester linkage creates a phosphorodithioate (PS2) linkage.(1) Like natural DNA, the phosphorodithioate linkage is achiral at phosphorus. This analogue is completely resistant to nuclease degradation and forms complexes with DNA and RNA with partially reduced stabilities.(2) It has also been found that PS2-ODNs bind proteins with a higher affinity than their phosphodiester analogues suggesting that PS2-ODNs may have additional utility in the form of sulphur-modified phosphate ester aptamers (thioaptamers) for therapeutic and diagnostic applications. (3)

We offer both DNA and 2’-OMe-RNA variant thiophosphoramidites.

Ref:

  1. J. Nielsen, W.K.D. Brill, and M.H. Caruthers, Tetrahedron Letters, 1988, 29, 2911-2914.
  2. L. Cummins, D. Graff, G. Beaton, W.S. Marshall, and M.H. Caruthers, Biochemistry, 1996, 35, 8734-41.
  3. (a) X. Yang, and D.G. Gorenstein, Curr Drug Targets, 2004, 5, 705-15; (b) W .S. Marshall, and M.H. Caruthers, Science, 1993, 259, 1564-70; (c) J.L. Tonkinson, et al., Antisense Research and Development, 1994, 4, 269-278; (d) X. Yang, et al., Bioorg Med Chem Lett, 1999, 9, 3357-62; (e) X. Yang, et al., Ann N Y Acad Sci, 2006, 1082, 116-9; (f) X. Yang, et al., Nucleic Acids Res, 2002, 30, e132.

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