Lipid-based nanotubes as functional architectures with embedded fluorescence and recognition capabilities.
A limited combinatorial strategy was used to synthesize a small library of soft lipid-based materials ranging from structurally unordered fibers to highly uniform nanotubes. The latter nanotubes are comprised of a bilayer structure with interdigitated alkyl chains associated through hydrophobic interactions. These tubes contain accessible 2,6-diaminopyridine linkers that can interact with thymidine and related nucleosides through multipoint hydrogen bonding, thereby quenching the intrinsic fluorescence of the aromatic linker. These results are the first example of a systematic strategy to design functional lipid nanotubes with precise structural and functional features.
John
George
G
Department of Chemical and Biological Engineering and the Rensselaer Nanotechnology Center, Rensselaer Polytechnic Institute, 110 Eighth Street, Troy, New York 12180-3590, USA.
Mason
Megan
M
Ajayan
Pulickel M
PM
Dordick
Jonathan S
JS
D000631:Aminopyridines / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques; D003432:Cross-Linking Reagents / Q000737:chemistry; D005227:Fatty Acids / Q000737:chemistry*; D008055:Lipids / Q000138:chemical synthesis / Q000737:chemistry*; D008856:Microscopy, Fluorescence; D009005:Monosaccharides / Q000138:chemical synthesis / Q000737:chemistry*; D043942:Nanotubes / Q000737:chemistry*; D012542:Scattering, Radiation; D013050:Spectrometry, Fluorescence; D014965:X-Rays
D000631:Aminopyridines; D003432:Cross-Linking Reagents; D005227:Fatty Acids; D008055:Lipids; D009005:Monosaccharides