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

On-Demand Electrochemical Activation of the Click Reaction on Self-Assembled Monolayers on Gold Presenting Masked Acetylene Groups
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DOI:
10.1021/ja2083587
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发表时间:
2011-10-26
影响因子:
15
通讯作者:
Yeo, Woon-Seok
Yeo, Woon-Seok
中科院分区:
化学1区
文献类型:
--
作者:
Choi, Inseong;Kim, Young-Kwan;Yeo, Woon-Seok

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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.