Watson-Crick hydrogen bonding of unlocked nucleic acids

Bioorg Med Chem Lett. 2015 Nov 15;25(22):5064-6. doi: 10.1016/j.bmcl.2015.10.024. Epub 2015 Oct 20.

Abstract

We herein describe the synthesis of two new unlocked nucleic acid building blocks containing hypoxanthine and 2,6-diaminopurine as nucleobase moieties and their incorporation into oligonucleotides. The modified oligonucleotides were used to examine the thermodynamic properties of UNA against unmodified oligonucleotides and the resulting thermodynamic data support that the hydrogen bonding face of UNA is Watson-Crick like.

Keywords: Hydrogen bonding; RNA duplex; Thermodynamics; Unlocked nucleic acids.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adenosine / analogs & derivatives
  • Adenosine / chemistry
  • Base Pairing
  • Base Sequence
  • Hydrogen Bonding
  • Inosine / chemistry
  • Nucleic Acid Conformation
  • Oligoribonucleotides / chemistry*
  • RNA / chemistry
  • RNA Stability
  • Thermodynamics

Substances

  • Oligoribonucleotides
  • 2-aminoadenosine
  • Inosine
  • RNA
  • Adenosine