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Synthesis and duplex-stabilizing properties of fluorinated N-methanocarbathymidine analogues locked in the C3'-endo conformation

  • Author(s): Jung, ME;
  • Dwight, TA;
  • Vigant, F;
  • Østergaard, ME;
  • Swayze, EE;
  • Seth, PP
  • et al.
Abstract

The efficient synthesis, antiviral activity, and duplex-stabilizing properties of both isomers of the 2'-fluoro analogue of Northern methanocarbathymidine (N-MCT), 2 and 3, are reported. We show that 2'-F incorporation on the N-MCT scaffold has a strong stabilizing effect on duplex thermal stability. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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