Gene carriers based on hexanediol diacrylate linked oligoethylenimine: effect of chemical structure of polymer on biological properties

Bioconjug Chem. 2006 Sep-Oct;17(5):1339-45. doi: 10.1021/bc060133v.

Abstract

Two biodegradable polycations based on hexanediol diacrylate linked oligoethylenimine (OEI) were synthesized by applying different reaction temperatures, 20 degrees C (LT-OEI-HD) and 60 degrees C (HT-OEI-HD). Their structural properties were analyzed by NMR, FTIR, and SEC/MALLS (size exclusion chromatography coupled with multiangle laser light scattering detection). Reaction temperature strongly influenced molecular weight and ester/amide ratio and thus resulted in polycations with different biological activities and degradation profiles. LT-OEI-HD was an ester-based polycation of 8.7 kDa which degraded rapidly at pH 7 and pH 9 respectively. HT-OEI-HD had a molecular weight of 26.6 kDa, was mainly based on amides, and degraded more slowly than LT-OEI-HD. Both polymers mediated gene transfer as efficiently as linear polyethylenimine of 22 kDa in two cell lines while being less toxic at their optimal conjugate/plasmid (C/P) ratios. LT-OEI-HD needed higher C/P ratios for gene delivery; however, it was significantly less toxic than HT-OEI-HD.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Absorbable Implants
  • Acrylates* / chemistry
  • Acrylates* / metabolism
  • Animals
  • Cell Line
  • Cell Line, Tumor
  • DNA / metabolism
  • Gene Transfer Techniques*
  • Genes, Reporter
  • Mice
  • Molecular Structure
  • Molecular Weight
  • Polyethyleneimine* / chemistry
  • Polyethyleneimine* / metabolism
  • Polymers* / chemistry
  • Polymers* / metabolism
  • Transfection

Substances

  • Acrylates
  • Polymers
  • Polyethyleneimine
  • DNA
  • 1,6-hexanediol diacrylate