Formulation of highly functionalizable DNA nanoparticles based on 1,2-dithiolane derivatives

Chembiochem. 2015 Mar 23;16(5):792-804. doi: 10.1002/cbic.201402657. Epub 2015 Feb 16.

Abstract

We describe the formulation of synthetic virus models based on ionic compounds bearing the polymerizable 1,2-dithiolane moiety. First, cationic amphiphiles containing the polymeric inducer were prepared and used to efficiently condense a DNA plasmid (pDNA) into a highly monodisperse population of small polymeric cationic DNA nanoparticles (NPs; Dh ∼100 nm). These nonspecific cationic particles were then functionalized with anionic PEGylated conjugates, also based on the 1,2-dithiolane motifs, in order to produce stable and fully dispersible stealth DNA nanoparticles. Our results show that both ionic interactions and polymerization based on the 1,2-dithiolane pattern occur and that they produce highly functionalizable nonviral DNA NPs.

Keywords: DNA; functionalization; lipoic acid derivatives; nanoparticles; polyanionic PEGylated conjugate; polymerizable detergents.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cations / chemistry
  • DNA / chemistry*
  • Molecular Structure
  • Nanoparticles / chemistry*
  • Particle Size
  • Plasmids
  • Polyethylene Glycols
  • Polymers / chemistry
  • Surface Properties
  • Thioctic Acid / analogs & derivatives*
  • Thioctic Acid / chemical synthesis
  • Thioctic Acid / chemistry

Substances

  • 1,2-dithiolane
  • Cations
  • Polymers
  • Polyethylene Glycols
  • Thioctic Acid
  • DNA