Aldehyde-Mediated Protein-to-Surface Tethering via Controlled Diazonium Electrode Functionalization Using Protected Hydroxylamines

We report a diazonium electro-grafting method for the covalent modification of conducting surfaces with aldehyde-reactive hydroxylamine functionalities that facilitate the wiring of redox-active (bio)molecules to electrode surfaces. Hydroxylamine near-monolayer formation is achieved via a phthalimid...

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Veröffentlicht in:Langmuir : the ACS journal of surfaces and colloids. - 1992. - 36(2020), 20 vom: 26. Mai, Seite 5654-5664
1. Verfasser: Yates, Nicholas D (VerfasserIn)
Weitere Verfasser: Dowsett, Mark R, Bentley, Phillip, Dickenson-Fogg, Jack A, Pratt, Andrew, Blanford, Christopher F, Fascione, Martin A, Parkin, Alison
Format: Online-Aufsatz
Sprache:English
Veröffentlicht: 2020
Zugriff auf das übergeordnete Werk:Langmuir : the ACS journal of surfaces and colloids
Schlagworte:Journal Article Research Support, Non-U.S. Gov't
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100 1 |a Yates, Nicholas D  |e verfasserin  |4 aut 
245 1 0 |a Aldehyde-Mediated Protein-to-Surface Tethering via Controlled Diazonium Electrode Functionalization Using Protected Hydroxylamines 
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520 |a We report a diazonium electro-grafting method for the covalent modification of conducting surfaces with aldehyde-reactive hydroxylamine functionalities that facilitate the wiring of redox-active (bio)molecules to electrode surfaces. Hydroxylamine near-monolayer formation is achieved via a phthalimide-protection and hydrazine-deprotection strategy that overcomes the multilayer formation that typically complicates diazonium surface modification. This surface modification strategy is characterized using electrochemistry (electrochemical impedance spectroscopy and cyclic voltammetry), X-ray photoelectron spectroscopy, and quartz crystal microbalance with dissipation monitoring. Thus-modified glassy carbon, boron-doped diamond, and gold surfaces are all shown to ligate to small molecule aldehydes, yielding surface coverages of 150-170, 40, and 100 pmol cm-2, respectively. Bioconjugation is demonstrated via the coupling of a dilute (50 μM) solution of periodate-oxidized horseradish peroxidase enzyme to a functionalized gold surface under biocompatible conditions (H2O solvent, pH 4.5, 25 °C) 
650 4 |a Journal Article 
650 4 |a Research Support, Non-U.S. Gov't 
700 1 |a Dowsett, Mark R  |e verfasserin  |4 aut 
700 1 |a Bentley, Phillip  |e verfasserin  |4 aut 
700 1 |a Dickenson-Fogg, Jack A  |e verfasserin  |4 aut 
700 1 |a Pratt, Andrew  |e verfasserin  |4 aut 
700 1 |a Blanford, Christopher F  |e verfasserin  |4 aut 
700 1 |a Fascione, Martin A  |e verfasserin  |4 aut 
700 1 |a Parkin, Alison  |e verfasserin  |4 aut 
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