The bis-urea motif as a tool to functionalize self-assembled nanoribbons
ArticleVos, M.R.J., Jardl, G.E., Pallas, A.L., Breurken, M., Asselen, van, O.L.J., Bomans, P.H.H., Leclère, P.E.L.G., Frederik, P.M., Nolte, R.J.M. & Sommerdijk, N.A.J.M. (2005). The bis-urea motif as a tool to functionalize self-assembled nanoribbons. Journal of the American Chemical Society, 127(48), 16768-16769. In Scopus Cited 29 times.
Here we present a surfactant molecule (1) containing an ammonium headgroup, in which a bis-ureido group is incorporated in its hydrocarbon chain. Due to strong hydrogen bonding interactions, 1 forms well-defined highly ordered ribbon-like aggregates in water. Moreover, we demonstrate that these ribbons can be functionalized via a modular approach through molecular recognition of other bis-urea containing molecules. The dye disperse orange and biotin were coupled to matching bis-ureido groups and incorporated into the ribbon structure. The anchoring of different functionalities in a modular approach proved to be possible using the molecular recognition capabilities of the bis-ureido moiety, thereby opening possibilities to a wide range of applications.