849543-70-0Relevant articles and documents
Modulating charge transfer through cyclic D,L-α-peptide self-assembly
Horne, W. Seth,Ashkenasy, Nurit,Ghadiri, M. Reza
, p. 1137 - 1144 (2005)
We describe a concise, solid support-based synthetic method for the preparation of cyclic D,L-α-peptides bearing 1,4,5,8- naphthalenetetracarboxylic acid diimide (NDI) side chains. Studies of the structural and photoluminescence properties of these molecules in solution show that the hydrogen bond-directed self-assembly of the cyclic D,L-α-peptide backbone promotes intermolecular NDI excimer formation. The efficiency of NDI charge transfer in the resulting supramolecular assemblies is shown to depend on the length of the linker between the NDI and the peptide backbone, the distal NDI substituent, and the number of NDIs incorporated in a given structure. The design rationale and synthetic strategies described here should provide a basic blueprint for a series of self-assembling cyclic D,L-α-peptide nanotubes with interesting optical and electronic properties.
Rigid oligonaphthalenediimide rods as transmembrane anion-π slides
Gorteau, Virginie,Bollot, Guillaume,Mareda, Jiri,Perez-Velasco, Alejandro,Matile, Stefan
, p. 14788 - 14789 (2006)
We report the design, synthesis, and evaluation of rigid oligonaphthalenediimide (O-NDI) rods that are expected to act as transmembrane anion-π slides. Studies in fluorogenic large unilamellar egg yolk phosphatidylcholine vesicles reveal that rigid O-NDI
Rigid-rod anion-π slides for multiion hopping across lipid bilayers
Gorteau, Virginie,Bollot, Guillaume,Mareda, Jiri,Matile, Stefan
, p. 3000 - 3012 (2007)
Shape-persistent oligo-p-phenylene-N,N-naphthalenediimide (O-NDI) rods are introduced as anion-π slides for chloride-selective multiion hopping across lipid bilayers. Results from end-group engineering and covalent capture as O-NDI hairpins suggested that
