Aldehyde-Mediated Protein-to-Surface Tethering via Controlled Diazonium Electrode Functionalization Using Protected Hydroxylamines
At a Glance
Section titled āAt a Glanceā| Metadata | Details |
|---|---|
| Publication Date | 2019-11-13 |
| Journal | Langmuir |
| Authors | Nicholas D. J. Yates, Mark R. Dowsett, Phillip Bentley, Jack A. Dickenson-Fogg, Andrew Pratt |
| Institutions | University of York, University of Manchester |
| Citations | 15 |
Abstract
Section titled āAbstractāWe 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<sup>-2</sup>, respectively. Bioconjugation is demonstrated via the coupling of a dilute (50 Ī¼M) solution of periodate-oxidized horseradish peroxidase enzyme to a functionalized gold surface under biocompatible conditions (H<sub>2</sub>O solvent, pH 4.5, 25 Ā°C).
Tech Support
Section titled āTech SupportāOriginal Source
Section titled āOriginal SourceāReferences
Section titled āReferencesā- 2017 - Chemoselective and Bioorthogonal Ligation Reactions: Concepts and Applications [Crossref]