Covalent stabilization of a small molecule-RNA complex

Hayden Peacock, Radhika Bachu, Peter A. Beal

Research output: Contribution to journalArticlepeer-review

8 Scopus citations


We demonstrate covalent bond formation between an RNA aptamer containing a cysteamine-tethered nucleobase and helix-threading peptides (HTPs) containing α-bromoacetamide N-termini. The reaction is high yielding and inhibited by a DNA strand Watson-Crick complementary to the aptamer sequence indicating covalent reaction is dependent on the high affinity HTP-binding site present in the folded aptamer. These results are important for future structural studies of HTP-RNA complexes and methods for the discovery of new high affinity analogs via covalent tethering strategies.

Original languageEnglish (US)
Pages (from-to)5002-5005
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Issue number17
StatePublished - Sep 1 2011


  • Aptamer
  • Covalent tethering
  • Helix-threading peptide
  • Nucleoside analog
  • Templated reaction

ASJC Scopus subject areas

  • Pharmaceutical Science
  • Drug Discovery
  • Organic Chemistry
  • Molecular Medicine
  • Molecular Biology
  • Clinical Biochemistry
  • Biochemistry


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