Synthesis of ENA Nucleotides and ENA Oligonucleotides

Curr Protoc Nucleic Acid Chem. 2018 Mar;72(1):4.79.1-4.79.21. doi: 10.1002/cpnc.46.

Abstract

2'-O,4'-C-Ethylene-bridged nucleic acid (ENA) is a sugar-modified oligonucleotide with an ethylene bridge between the 2'-oxygen and 4'-carbon of ribose. ENA not only has as high binding affinity to complementary RNA as conventional bridged/locked nucleic acid, but also has much higher nuclease resistance in plasma, which makes it a promising candidate for antisense therapeutics. This unit presents detailed protocols for the synthesis and characterization of ENA nucleosides and oligonucleotides. © 2018 by John Wiley & Sons, Inc.

Keywords: 2′-O,4′-C-ethylene-bridged nucleic acid (ENA); antisense; bridged nucleic acid (BNA); locked nucleic acid (LNA); sugar-modified nucleoside.

MeSH terms

  • Amides / chemistry
  • Ethylenes / chemistry
  • Nucleotides / chemical synthesis*
  • Nucleotides / chemistry
  • Phosphoric Acids / chemistry
  • RNA / chemistry
  • Ribonucleases / chemistry
  • Ribose / analogs & derivatives*
  • Ribose / chemical synthesis
  • Ribose / chemistry

Substances

  • Amides
  • ENA nucleotide
  • Ethylenes
  • Nucleotides
  • Phosphoric Acids
  • RNA
  • Ribose
  • ethylene
  • phosphoramidic acid
  • Ribonucleases