• DOI:10.1021/la702613e
• Corpus ID: 23282557

Maleimide-activated aryl diazonium salts for electrode surface functionalization with biological and redox-active molecules.

@article{Harper2008MaleimideactivatedAD,
  title={Maleimide-activated aryl diazonium salts for electrode surface functionalization with biological and redox-active molecules.},
  author={Jason Carl Harper and Ronen Polsky and David Roger Wheeler and Susan Brozik},
  journal={Langmuir : the ACS journal of surfaces and colloids},
  year={2008},
  volume={24 5},
  pages={
          2206-11
        }
}

• J. Harper, R. Polsky, +1 author S. Brozik
• Published 17 January 2008
• Chemistry
• Langmuir : the ACS journal of surfaces and colloids

A versatile and simple method is introduced for formation of maleimide-functionalized surfaces using maleimide-activated aryl diazonium salts. We show for the first time electrodeposition of N-(4-diazophenyl)maleimide tetrafluoroborate on gold and carbon electrodes which was characterized via voltammetry, grazing angle FTIR, and ellipsometry. Electrodeposition conditions were used to control film thickness and yielded submonolayer-to-multilayer grafting. The resulting phenylmaleimide surfaces served as effective coupling agents for electrode functionalization with ferrocene and the redox-active protein cytochrome c. The utility of phenylmaleimide diazonium toward formation of a diazonium-activated conjugate, followed by direct electrodeposition of the diazonium-modified DNA onto the electrode surface, was also demonstrated. Effective electron transfer was obtained between immobilized molecules and the electrodes. This novel application of N-phenylmaleimide diazonium may facilitate the development of bioelectronic devices including biofuel cells, biosensors, and DNA and protein microarrays.