Modified GSMP Synthesis Greatly Improves the Disulfide Crosslink of T7 Run-Off siRNAs with Cell Penetrating Peptides

  • Autor: Schmitz, K. / Hahn, F. / Schepers, U (2010)

  • Quelle:

    Synlett (2010), 19, 2959–2963
  • Datum: 2010

  • Schmitz, K. / Hahn, F. / Schepers, U (2010): „ Modified GSMP Synthesis Greatly Improves the Disulfide Crosslink of T7 Run-Off siRNAs with Cell Penetrating Peptides”. In: Synlett (2010), 19, 2959–2963

Abstract

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Preventing intramolecular cyclization greatly improves 5′-deoxy-5′-thioguanosine monophosphorothioate (GSMP) synthesis and its application as a potent initiator nucleotide for T7 run-off transcription of noncoding RNAs. GSMP was efficiently incorporated into the 5′-end of siRNA sense strands and the resulting thiol-modified siRNA was crosslinked with a free cysteine of cell penetrating peptide Penetratin as monitored by mass spectrometry. Cellular uptake and the knockdown potential of the peptide-coupled siRNA (pepsiRNA) were evaluated in primary cells.