Cationic lipophosphoramidates with two disulfide motifs: synthesis, behaviour in reductive media and gene transfection activity - Université de Bretagne Occidentale Access content directly
Journal Articles Organic & Biomolecular Chemistry Year : 2013

Cationic lipophosphoramidates with two disulfide motifs: synthesis, behaviour in reductive media and gene transfection activity

Abstract

Lipophosphoramidates have previously been identified as efficient vectors for gene delivery. The incorporation of functional groups that respond to a physiological stimulus is hypothesised to further improve the efficacy of this type of vector and eventually reduce its cytotoxicity. In the present work, we report the effects of the incorporation of two disulfide motifs into the hydrophobic domain, close to the phosphoramidate group. Three cationic vectors possessing such a red/ox sensitive function were synthesised. The capability of one of them (5b) to compact DNA is reported jointly with its ability to release that DNA in the presence of a reducing agent. Finally, compound 5b was tested as a vector for gene delivery into human cells in vitro and its cytotoxicity was also evaluated
No file

Dates and versions

hal-01555861 , version 1 (04-07-2017)

Identifiers

Cite

Aurore Fraix, Tony Le Gall, Mathieu Berchel, Caroline Denis, Pierre Lehn, et al.. Cationic lipophosphoramidates with two disulfide motifs: synthesis, behaviour in reductive media and gene transfection activity. Organic & Biomolecular Chemistry, 2013, 11 (10), ⟨10.1039/C3OB27261C⟩. ⟨hal-01555861⟩
138 View
0 Download

Altmetric

Share

Gmail Facebook X LinkedIn More