Bioreactive surfaces prepared via the self-assembly of dendron thiols and subsequent dendrimer bridging reactions.

Here, we report a novel route to prepare bioreactive surfaces on gold by the self-assembly of generation-three hydroxyl-terminated dendron thiols (G3-OH) and subsequent bridging reactions using generation-two amine-terminated dendrimers (G2-NH2). It has been shown that G3-OH dendron thiols form a stable and uniform self-assembled monolayer on gold, which can be activated by the homobifunctional cross-linker N,N-disuccinimidyl carbonate (DSC). Subsequent derivatization of the activated monolayer via dendrimer bridging reactions with G2-NH2 enhances the stability, reactivity, and versatility of the prepared surface. Each step of the surface formation reaction has been monitored, and the resulting surface has been characterized by wetting, electrochemistry, scanning tunneling microscopy (STM), and infrared (IR) spectroscopy measurements. The reactivity of this surface was demonstrated by a Schiff base coupling reaction with 4-cyanobenzaldehyde, by immobilizing biotin molecules onto the peripheral amine group...