UNIGE document Scientific Article
previous document  unige:21981  next document
add to browser collection
Title

Synthesis of an Enlarged Library of Dynamic DNA Activators with Oxime, Disulfide and Hydrazone Bridges

Authors
Published in Chemistry - A European Journal. 2012, vol. 18, no. 33, p. 10436-10443
Abstract Dynamic amphiphiles have a “bridge” between their charged head and their hydrophobic tails. The presence of dynamic covalent bonds is of interest for differential and biosensing applications as well as for rapid access to the libraries needed to screen for gene delivery or cellular uptake of siRNA. However, efforts to develop libraries have so far concentrated on hydrazone bridges to monocationic heads. Here, we report synthesis efforts to enlarge this focused library with oxime and disulfide bridges and dynamic amphiphiles with more than one positive charge. Evaluation in fluorogenic vesicles reveals best activation of DNA as ion transporters by dynamic amphiphiles with dendritic scaffolds, doubly charged heads and four tails. Moreover, oximes, contrary to hydrazones, remain active under acidic conditions. Linear elongation of dendritic head-groups seems to cause increasing detergent effects and should therefore be avoided.
Keywords AmphiphilesDisulfidesDNAHydrazonesIon transporters
Identifiers
Full text
Article (Published version) (636 Kb) - document accessible for UNIGE members only Limited access to UNIGE
Other version: http://doi.wiley.com/10.1002/chem.201200550
Structures
Citation
(ISO format)
MONTENEGRO GARCIA, Javier et al. Synthesis of an Enlarged Library of Dynamic DNA Activators with Oxime, Disulfide and Hydrazone Bridges. In: Chemistry - A European Journal, 2012, vol. 18, n° 33, p. 10436-10443. https://archive-ouverte.unige.ch/unige:21981

192 hits

1 download

Update

Deposited on : 2012-08-08

Export document
Format :
Citation style :