High-Density Display of Protein Ligands on Self-Assembled Capsules via Noncovalent Fluorous Interactions

• Published in: Chemistry, an Asian journal an Asian journal, 2015-01, Vol.10 (1), p.172-176
• Main Authors: Harano, Koji, Yamada, Junya, Mizuno, Shinichiro, Nakamura, Eiichi
• Format: Article
• Language: English
• Subjects: Biotin - chemistry; Biotin - metabolism; Capsules - chemistry; Chemistry; Concanavalin A - chemistry; Concanavalin A - metabolism; fluorous chemistry; fullerenes; Fullerenes - chemistry; Ligands; Microscopy, Electron, Scanning; Protein Binding; protein display; self-assembly; vesicles
• ISSN: 1861-4728; 1861-471X
• DOI: 10.1002/asia.201403144

Ligand display on self‐assembled nanostructures is an important tool in generating bioactive materials. Here, we demonstrate the display of sugar and biotin molecules on sub‐100 nm‐sized capsules with a high surface coverage, which was achieved by the use of noncovalent fluorous interactions between a fluorous‐tagged ligand molecule and a fullerene vesicle covered with fluorous chains. Even after the high‐density ligand display and protein binding, the vesicle stably maintains its spherical structure because the fluorous binding of the sugar does not affect the structural integrity of the vesicle that originates from strong fullerene–fullerene interactions. Getting a lot of coverage: Display of bioactive ligands is an important tool in chemical biology. This communication reports the display of sugar and biotin molecules on sub‐100 nm‐sized capsules with a high surface coverage using fluorous interactions between fluorous‐tagged ligands and a fullerene vesicle covered with fluorous chains. Even after the high‐density ligand display and protein binding, the capsule retained its structural integrity, in contrast to lipid vesicles.