Conjugation of an α-Helical Peptide to the Surface of Gold Nanoparticles

We are interested in functionalizing gold nanoparticles (AuNPs) with proteins using a biomimetic approach in which an intermediate peptide "glue" directs the orientation of a protein relative to the AuNP surface. The first step toward this goal is described in the present article. Specifically, we show that ∼5 nm AuNPs can be functionalized with a mixed self-assembled monolayer (SAM) consisting of oligo(ethylene glycol) alkanethiols terminated with either hydroxyl or azide groups, and that the resulting materials are stable and soluble in water. The azide groups on the surface of the AuNPs can be subsequently linked to alkyne-functionalized peptides via a copper-catalyzed azide-alkyne cycloaddition (click) reaction. Analysis of the resulting material by Fourier transform infrared and circular dichroism spectroscopy demonstrates that the peptide is covalently linked to the SAM and that it exists in an α-helical conformation. In addition to our intended purpose of using these highly structured, biomimetic materials to orient proteins, they may also be useful for applications involving interactions between nanoparticles and cells.