Self-assembly of 1-D n-type nanostructures based on naphthalene diimide-appended dipeptides.
n-Type 1D nanostructures are formed from the beta-sheet assembly of dipeptides bearing a 1,4,5,8-naphthalenetetracarboxylic acid diimide (NDI) side chain into either helical nanofibers or twisted nanoribbons. Amyloid-like 1-D helical nanofibers and twisted nanoribbons assemble in an aqueous solution depending on the placement of the NDI group. beta-Sheet-type hydrogen bonding and pi-pi association play important roles in directing the assembly process. A delicate balance between electrostatic repulsion and hydrophobic interactions is critical for self-assembly. Fluorescence lifetime and anisotropy experiments indicate that the nature of the intermolecular organization and packing within the nanostructures critically impacts intermolecular energy migration pi-electron delocalization.
Department of Chemistry, The Ohio State University, 100 West 18th Avenue, Columbus, Ohio 43210, USA.
Hui
H
Shao
Tuan
T
Nguyen
Natalie C
NC
Romano
David A
DA
Modarelli
Jon R
JR
Parquette
D004151:Dipeptides / Q000138:chemical synthesis* / Q000737:chemistry; D007094:Imides / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D049329:Nanostructures / Q000737:chemistry*; D009281:Naphthalenes / Q000737:chemistry*; D010316:Particle Size; D012666:Semiconductors; D013499:Surface Properties
D004151:Dipeptides; D007094:Imides; D009281:Naphthalenes; C542131:naphthalenediimide