Cationic guanine: positively charged nucleobase with improved DNA affinity inhibits self-duplex formation

Chem Commun (Camb). 2020 Feb 27;56(17):2546-2549. doi: 10.1039/d0cc00169d.

Abstract

Oligonucleotides represent powerful DNA-recognition tools, but the formation of undesirable "self-duplexes" becomes more probable with increasing DNA affinity. Herein, we have developed a modified nucleobase with "self-avoiding" properties. Facile methylation of guanine yields a cationic N7-methylguanine, which suppresses the formation of self-duplexes whilst improving DNA affinity through electrostatic interaction.

MeSH terms

  • Binding Sites
  • Cations
  • DNA / chemistry*
  • Guanine / chemistry*
  • Methylation
  • Peptide Nucleic Acids / chemistry
  • Static Electricity

Substances

  • Cations
  • Peptide Nucleic Acids
  • Guanine
  • DNA