Sialyl-LacNAc-PNA⋅DNA Concatamers by Rolling-Circle Amplification as Multivalent Inhibitors of Influenza A Virus Particles

Chembiochem. 2019 Jan 18;20(2):159-165. doi: 10.1002/cbic.201800643. Epub 2019 Jan 9.

Abstract

The surfaces of influenza A virus (IAV) particles are packed with hundreds of homo-trimeric hemagglutinins (HAs). Monovalent sugars have low affinity for HA, but distance-optimized bivalent sialyl-LacNAc (SLN) conjugates bind it with 103 -fold enhanced potency. Herein, we describe the oligomerization of distance-optimized bivalent binders by branched and linear hybridization on long repetitive DNA templates. The most effective complexes fully inhibited IAVs at a DNA template concentration of 10-9 m. Although a 10-2 m concentration of free trisaccharide ligand is required for full inhibition of the virus, DNA templating enables a 104 -fold reduction in the amount of sugar required. Notably, hybridization-induced rigidification of the DNA templates increased the serospecificity. Cryo-TEM analysis revealed that both spaghetti-type linear forms and cotton-ball-like clusters are able to bridge several adjacent HA molecules on the IAV surface. Programmed self-assembly of ligand-nucleic acid conjugates on long DNA templates might provide generic access to target-specific, high-affinity binders of proteins on globular objects such as cells and viruses.

Keywords: antiviral agents; influenza; inhibitors; multivalency; nucleic acids; rolling-circle amplification.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology*
  • DNA, Circular / chemistry
  • DNA, Circular / pharmacology*
  • Hemagglutinin Glycoproteins, Influenza Virus / metabolism*
  • Influenza A virus / drug effects
  • Influenza A virus / metabolism
  • Nucleic Acid Amplification Techniques*
  • Peptide Nucleic Acids / chemistry
  • Peptide Nucleic Acids / pharmacology*
  • Virion / drug effects*
  • Virion / metabolism

Substances

  • Antiviral Agents
  • DNA, Circular
  • Hemagglutinin Glycoproteins, Influenza Virus
  • Peptide Nucleic Acids