Synthesis of aminated poly(1-vinylimidazole) for a new pH-sensitive DNA carrier

Nucleic Acids Symp Ser (Oxf). 2007:(51):333-4. doi: 10.1093/nass/nrm167.

Abstract

The poly(1-vinylimidazole) (PVIm) with aminoethyl groups has been synthesized as a new pH-sensitive DNA carrier. The resulting aminated PVIm (PVIm-NH2) was water-soluble in spite of the deprotonation of the imidazole groups at physiological pH, as determined by acid-base titration and solution turbidity measurement. Hemolysis assay showed the PVIm-NH2 enhanced membrane disruptive ability at endosomal pH, owing to the protonation of the imidazole groups with a pKa value around 6.0. Agarose gel retardation assay proved that the introduced aminoethyl groups worked as an anchor groups to retain DNA. The resulting PVIm-NH2 formed the ternary complex with DNA and lactosylated poly(L-lysine), leading to the significant gene expression in human hepatoma HepG2 cells.

MeSH terms

  • Amines / chemistry
  • Cations / chemistry
  • Cell Line, Tumor
  • DNA / administration & dosage*
  • DNA / chemistry
  • Galactose / chemistry
  • Gene Expression
  • Gene Transfer Techniques*
  • Humans
  • Imidazoles / chemical synthesis
  • Imidazoles / chemistry*
  • Ligands
  • Polyvinyls / chemical synthesis
  • Polyvinyls / chemistry*

Substances

  • Amines
  • Cations
  • Imidazoles
  • Ligands
  • Polyvinyls
  • poly(1-vinylimidazole)
  • DNA
  • Galactose