Fabrication of biomembrane-like films on carbon electrodes using alkanethiol and diazonium salt and their application for direct electrochemistry of myoglobin

Anjum, Saima; Qi, Wenjing; Gao, Wenyue; Zhao, Jianming; Hanif, Saima; Aziz-Ur-Rehman, -; Xu, Guobao

doi:10.1016/j.bios.2014.10.037

Cited by 13 publications

(7 citation statements)

References 68 publications

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Section: Applicationsmentioning

confidence: 99%

“…The stability of grafted layers on carbon surfaces coupled with other attractive properties of carbon electrodes prompted Anjum et al to fabricate biomembrane-like films on GC electrodes. 53 Their strategy involved the coupling of 1dodecanethiol to a grafted −Ph−CHO layer and a subsequent casting of the membrane-forming The potential use of the fabrication strategy for biosensing was demonstrated by incorporating myoglobin (Mb)-modified Au NPs into the membrane, allowing the direct electrochemistry of Mb and a sensitive detection of hydrogen peroxide.…”

Section: Applicationsmentioning

confidence: 99%

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Building Tailored Interfaces through Covalent Coupling Reactions at Layers Grafted from Aryldiazonium Salts

Fitchett

Brooksby

et al. 2021

ACS Appl. Mater. Interfaces

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Aryldiazonium ions are widely used reagents for surface modification. Attractive aspects of their use include wide substrate compatibility (ranging from plastics to carbons to metals and metal oxides), formation of stable covalent bonding to the substrate, simplicity of modification methods that are compatible with organic and aqueous solvents, and the commercial availability of many aniline precursors with a straightforward conversion to the active reagent. Importantly, the strong bonding of the modifying layer to the surface makes the method ideally suited to further on-surface (postfunctionalization) chemistry. After an initial grafting from a suitable aryldiazonium ion to give an anchor layer, a target species can be coupled to the layer, hugely expanding the range of species that can be immobilized. This strategy has been widely employed to prepare materials for numerous applications including chemical sensors, biosensors, catalysis, optoelectronics, composite materials, and energy conversion and storage. In this Review our goal is first to summarize how a target species with a particular functional group may be covalently coupled to an appropriate anchor layer. We then review applications of the resulting materials.

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Section: Applicationsmentioning

confidence: 99%

Section: Applicationsmentioning

confidence: 99%

Building Tailored Interfaces through Covalent Coupling Reactions at Layers Grafted from Aryldiazonium Salts

Fitchett

Brooksby

et al. 2021

ACS Appl. Mater. Interfaces

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“…The p-phenylenediamine-modified GCE (GCE-Ph-NH 2 ) was prepared as reported previously [17][18][19] with the following modification. A clean GCE was dipped in HCl solution (0.5 mol/L) containing p-phenylenediamine (6.0 × 10 −3 mol/ L).…”

Section: Preparation Of the Immunosensorsmentioning

confidence: 99%

A sensitive electrochemical impedance immunosensor for determination of malachite green and leucomalachite green in the aqueous environment

Zhu

Pang

et al. 2016

Anal Bioanal Chem

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Application of malachite green (MG) and leucomalachite green (LMG) in fish farm water causes an environmental problem. This study proposes for the first time a sensitive and convenient electrochemical impedance spectroscopy (EIS) method for determining MG and LMG by a bovine serum albumin-decorated gold nanocluster (BSA-AuNC)/antibody composite film-based immunosensor. In order to improve the analytical performance, the glassy carbon electrode (GCE) was modified with 1, 4-phenylenediamine to form a stable layer, and then, BSA-AuNCs were covalently bound to the GCE. An adequate quantity of the polyclonal antibody of LMG was immobilized onto the surface of the BSA-AuNCs by the chemical reaction of EDC/NHS. The sensors can respond to the specific target based on specific covalent bonding. The experimental parameters, such as the pH, incubating concentration, and time, have been investigated and optimized. The calibration curve for LMG was linear in the range of 0.1~10.0 ng/mL with the limit of detection (LOD) 0.03 ng/mL. Furthermore, the sum of MG and LMG was detected in fish farm water by MG reduction. The recovery was between 89.7 % and 99.2 % in spiked samples. The EC sensor method was also compared with the ELISA method and validated by the LC-MS/MS method, which proves its great promise as a field instrument for the rapid monitoring of MG and LMG pollution. Graphical abstract 1, 4-Phenylenediamine and BSA-AuNC/antibody-decorated glassy carbon electrodes have been used for the impedimetric detection of the sum of malachite green and leucomalachite green via specific immuno-binding.

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“…This general approach has been demonstrated for the reaction of thiols at anchor layers bearing methylene bromide and chloride, alkene, − alkyne, − aldehyde, and maleimide − terminal groups, grafted from the corresponding aryldiazonium ion. In most of these studies, the surface concentrations of immobilized thiol derivatives were not quantified, but in two examples, reported surface concentrations of coupled ferrocene thiol derivatives were significantly lower than the maximum achieved through some other coupling chemistries at diazonium-derived anchor layers. , …”

Section: Introductionmentioning

confidence: 99%

Para-Fluoro-Thiol Reaction on Anchor Layers Grafted from an Aryldiazonium Salt: A Tool for Surface Functionalization with Thiols

Fitchett

Downard

2021

Langmuir

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A new coupling reaction, the para-fluoro-thiol (PFT) reaction, activated by base at room temperature, is reported for carbon surface functionalization. 4-Nitrothiophenol (4-NTP) and (3-nitrobenzyl)mercaptan (3-NBM) were coupled to pentafluorophenyl (F5-Ph) anchor layers grafted from the aryldiazonium ion formed in situ. The relative yields of the PFT reactions, estimated from the electrochemical responses of coupled nitrophenyl (NP) and nitrobenzyl (NB) groups, depended on the nucleophilicity of the thiolate and the strength of the base. The highest surface concentration (4.6 × 10–10 mol cm–2) was obtained using 3-NBM in the presence of [Bu4N]OH; this concentration corresponds to the maximum that is typically achieved for other high-yielding coupling reactions at aryldiazonium ion anchor layers. The PFT reaction is expected to be applicable to the numerous thiol derivatives commonly restricted to self-assembled monolayer (SAM) formation at gold and other noble metals, thereby opening a simple new approach for interface design on carbon substrates. The strategy may also have advantages for modification of gold surfaces: the layer prepared by coupling 3-NBM to F5-Ph films on gold was found to be more stable to storage under ambient conditions than self-assembled monolayers of 3-NBM.

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Fabrication of biomembrane-like films on carbon electrodes using alkanethiol and diazonium salt and their application for direct electrochemistry of myoglobin

Cited by 13 publications

References 68 publications

Building Tailored Interfaces through Covalent Coupling Reactions at Layers Grafted from Aryldiazonium Salts

Building Tailored Interfaces through Covalent Coupling Reactions at Layers Grafted from Aryldiazonium Salts

A sensitive electrochemical impedance immunosensor for determination of malachite green and leucomalachite green in the aqueous environment

Para-Fluoro-Thiol Reaction on Anchor Layers Grafted from an Aryldiazonium Salt: A Tool for Surface Functionalization with Thiols

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