Preparation and study of a carbohydrate-functionalized carbon surface by electrochemical oxidation of 4-aminophenyl-β-D-glucopyranoside

Peigneguy, Fanny; Dabos‐Seignon, Sylvie; Frère, Pierre; Bressy, Christine; Gohier, Frédéric; Cougnon, Charles

doi:10.1016/j.elecom.2018.07.005

Cited by 2 publications

(2 citation statements)

References 15 publications

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“…These changes in the shape of the CVs as the pH increases demonstrate that it was possible to minimize the formation of the dimer to make grafting favorable. Indeed, at pH 12, the reversible oxidation peak at 0.03 V is less and less visible, and the oxidation peak of the amine loses its intensity with each cycle, indicating a progressive passivation of the electrode …”

Section: Resultsmentioning

confidence: 99%

“…Indeed, at pH 12, the reversible oxidation peak at 0.03 V is less and less visible, and the oxidation peak of the amine loses its intensity with each cycle, indicating a progressive passivation of the electrode. 32 The cyclic voltammetry study in pure ASW of GC electrodes previously treated as in Figure 1a,b is also very instructive about the reactivity of the amino cation radical toward the GC electrode surface. At pH 8.3, the modified electrode shows two weak reversible systems with decreasing intensities upon the first CVs, which can be identified as a coupling product physisorbed onto the electrode surface.…”

Section: ■ Resultsmentioning

confidence: 99%

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Antifouling Activities of Immobilized Ferrocenyl Glucose on a Glassy Carbon Surface

Peigneguy

Cougnon

Barry‐Martinet

et al. 2020

ACS Appl. Mater. Interfaces

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Polar coatings are used to protect surfaces from marine fouling based on the formation of a hydrated surface layer, which acts as a barrier to marine microorganisms. In this context, we have developed a material with glucose bound to ferrocene to prevent surface absorption. Glucose brings the polarity while ferrocene has the role of varying the state of charge of the surface. We therefore describe the synthesis of 6-deoxy-6-(4-ferrocenyl-1H-1,2,3-triazol-1-yl)-1-(4-aminophenyl)-β-D-glucopyranose 6 and its immobilization on the surface of a C electrode and develop a methodology used for antibacterial testing. We were able to demonstrate that the immobilization of glucose 6 could be done in an artificial seawater environment by oxidation of an amine. The use of a 96-microwell platform equipped with electrodes for cyclic voltammetry, linked to a potentiostat, allowed the electrical solicitation of the coating in the presence of marine bacteria with a greater number of biological replicates. We have shown that the coating has an antibacterial effect, and this effect is accentuated when the coating is electrically stressed, resulting in the appearance and disappearance of charge on ferrocene, a phenomenon that seems to be conducive to colonization by bacteria.

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Section: Resultsmentioning

confidence: 99%

Section: ■ Resultsmentioning

confidence: 99%

Antifouling Activities of Immobilized Ferrocenyl Glucose on a Glassy Carbon Surface

Peigneguy

Cougnon

Barry‐Martinet

et al. 2020

ACS Appl. Mater. Interfaces

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Base‐Assisted Electrografting of Aromatic Amines

et al. 2019

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Contrary to aliphatic amines, aromatic amines have received less attention for surface modification by oxidation due to the low acidity of their cation radicals. To overcome this limitation, bases are often added into the solution to facilitate or to make the grafting possible. However, there has only been a modest focus on their impact on the grafting efficiency. Here, the anodic behavior of a series of para-substituted anilines was investigated in the presence of different bases to address this issue. From complete sets of Brønsted acidity/basicity data and H-bond acidity/basicity factors for both para-substituted anilines and bases, a grafting efficiency index was proposed as a practical tool to choose the most suitable base for the grafting. As a proof-of-concept for base-assisted grafting of aromatic amines, two aniline/base systems were tested to modify carbon surfaces at lower potential, compared to the modification achieved from pure aniline solutions.

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Preparation and study of a carbohydrate-functionalized carbon surface by electrochemical oxidation of 4-aminophenyl-β-D-glucopyranoside

Cited by 2 publications

References 15 publications

Antifouling Activities of Immobilized Ferrocenyl Glucose on a Glassy Carbon Surface

Antifouling Activities of Immobilized Ferrocenyl Glucose on a Glassy Carbon Surface

Base‐Assisted Electrografting of Aromatic Amines

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