4.8 Article

On-Demand Electrochemical Activation of the Click Reaction on Self-Assembled Monolayers on Gold Presenting Masked Acetylene Groups

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 133, Issue 42, Pages 16718-16721

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja2083587

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Funding

  1. National Research Foundation of Korea (NRF)
  2. Ministry of Education, Science and Technology [2009-0064280, 2008-0062074, 313-2008-2-C00538]
  3. National Research Foundation of Korea [2009-0064280] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)

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We report on a new surface modification method for grafting a dynamic property for on-demand activation of the click reaction. Our approach utilizes the acetylene group masked with dicobalt hexacarbonyl, Co-2-(CO)(6), which is not reactive toward the click reaction. Electrochemical treatment reveals the acetylene group on the selected region, which is then used as a chemical handle for surface functionalization via the click reaction with an azide-containing molecule. Electrochemical and chemical conversions on the surface were verified by cyclic voltammetry, X-ray photoelectron spectroscopy, and fluorescence spectroscopy. We have demonstrated immobilization of an azide-modified RGD peptide and promotion of cell adhesion/migration to the region of electrochemical induction.

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