%0 Journal Article %A Kuzmin, Alexander %A Poloukhtine, Andrei %A Wolfert, Margreet A. %A Popik, Vladimir V. %D 2010 %T Surface Functionalization Using Catalyst-Free Azide−Alkyne Cycloaddition %U https://acs.figshare.com/articles/journal_contribution/Surface_Functionalization_Using_Catalyst_Free_Azide_Alkyne_Cycloaddition/2712262 %R 10.1021/bc100306u.s001 %2 https://ndownloader.figshare.com/files/4388212 %K surface %K cycloaddition %K reactive cyclooctyne %K azide %K variety %K immobilization techniques work %K ADIBO %K molecule %K ambient conditions %K Surface Functionalization %K PEG linker %X The utility of catalyst-free azide−alkyne [3 + 2] cycloaddition for the immobilization of a variety of molecules onto a solid surface and microbeads was demonstrated. In this process, the surfaces are derivatized with aza-dibenzocyclooctyne (ADIBO) for the immobilization of azide-tagged substrates via a copper-free click reaction. Alternatively, ADIBO-conjugated molecules are anchored to the azide-derivatized surface. Both immobilization techniques work well in aqueous solutions and show excellent kinetics under ambient conditions. We report an efficient synthesis of aza-dibenzocyclooctyne (ADIBO), thus far the most reactive cyclooctyne in cycloaddition to azides. We also describe convenient methods for the conjugation of ADIBO with a variety of molecules directly or via a PEG linker. %I ACS Publications