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

Nucleic Acids Symp Ser (Oxf). 2008:(52):677-8. doi: 10.1093/nass/nrn342.

Abstract

The poly(1-vinylimidazole) (PVIm) with sever al alkyl groups has been synthesized as a new pH-sensitive DNA carrier. The resulting alkylaed PVIm (PVIm-R) was water -soluble in spite of the hydrophobic alkyl groups and the deprotonation of the imidazole groups at physiological pH. Hemolysis assay showed the PVIm-R enhanced membrane disruptive ability at endosomal pH, owing to the protonation of the imidazole groups with a pK(a) value around 6.0. Agarose gel retardation assay proved that the quaternary alkylated imidazole groups worked as DNA binding groups. The resulting PVIm-R/DNA binary complex showed significant gene expression.

MeSH terms

  • Alkylation
  • Cell Line
  • DNA / chemistry*
  • Gene Expression
  • Gene Transfer Techniques*
  • Humans
  • Hydrogen-Ion Concentration
  • Imidazoles / chemical synthesis
  • Imidazoles / chemistry*
  • Polyvinyls / chemical synthesis
  • Polyvinyls / chemistry*

Substances

  • Imidazoles
  • Polyvinyls
  • poly(1-vinylimidazole)
  • DNA