Lipophosphoramidates as lipidic part of lipospermines for gene delivery

Bioconjug Chem. 2007 Sep-Oct;18(5):1575-82. doi: 10.1021/bc070070w. Epub 2007 Aug 3.

Abstract

The DNA compacting properties of polyamines (especially spermine) are well-known, hence the use of spermine as the cationic part in several synthetic DNA carriers. Here, we describe the synthesis of modified spermines, with a "lipophosphoramidate" as the lipidic part, and their use for efficient in vitro transfection. Physicochemical measurements (particle size, zeta potentials, pKa determination) and gel retardation assays were also performed. Theoretical membrane-disrupting ability was established by FRET. Taken together, our results indicate that lipophosphoramidates constitute an interesting alternative to "classical" lipidic parts of cationic lipids used as DNA carriers.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cations
  • DNA / administration & dosage
  • DNA / genetics
  • DNA / metabolism*
  • Drug Carriers / chemical synthesis*
  • Drug Carriers / pharmacology
  • Fluorescence Resonance Energy Transfer
  • Gene Transfer Techniques*
  • Liposomes / chemistry*
  • Models, Chemical
  • Nanostructures / chemistry*
  • Particle Size
  • Phosphatidylethanolamines / chemistry*
  • Spermine / chemistry*
  • Transfection / methods

Substances

  • Cations
  • Drug Carriers
  • Liposomes
  • Phosphatidylethanolamines
  • Spermine
  • DNA