Specific recognition of napthyridine-based ligands toward guanine-containing bulges in RNA duplexes and RNA-DNA heteroduplexes

Bioorg Med Chem Lett. 2005 Feb 1;15(3):827-31. doi: 10.1016/j.bmcl.2004.10.059.

Abstract

Mismatched bulges in nucleic acid constructs are important in the recognition event between biological molecules. Herein, it is observed that napthyridine dimer 2 is able to specifically bind G-G mismatches in all nucleic acid constructs comprising of RNA-RNA, RNA-DNA and DNA-DNA duplexes. However, the binding affinity of 2 is strongest toward DNA duplex, followed by RNA-DNA heteroduplex and RNA duplex being the weakest binding partner. Nonetheless, this binding behavior suggests that the binding process primarily occurs between the guanine base pairs and the napthyridine moiety, and is independent of the tertiary structure of the nucleic acid duplexes.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Anti-HIV Agents / chemical synthesis
  • Base Pair Mismatch*
  • Binding Sites
  • Genes, env
  • Guanine*
  • Humans
  • Ligands
  • Naphthyridines / chemistry*
  • Nucleic Acid Conformation / drug effects
  • Nucleic Acid Denaturation / drug effects
  • Nucleic Acid Heteroduplexes / chemistry*
  • RNA, Viral / chemistry
  • Structure-Activity Relationship
  • Temperature

Substances

  • Anti-HIV Agents
  • Ligands
  • Naphthyridines
  • Nucleic Acid Heteroduplexes
  • RNA, Viral
  • Guanine