Phenol based redox mediators in electroanalysis

Silva, Leonardo V. da; Almeida, Andresa K.A. de; Xavier, Jadriane A.; Lopes, Cristina Moniz Araújo; Silva, Francisco de Assis dos Santos; Lima, Phabyanno Rodrigues; Santos, Nicholas D. dos; Kubota, Lauro T.; Goulart, Marília Oliveira Fonseca

doi:10.1016/j.jelechem.2018.05.027

Cited by 18 publications

(20 citation statements)

References 112 publications

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“…This response is characteristic of oxidative redox‐cycling mechanism in which the AS Ox generated at the electrode is reduced back to AS Red by the oxidative crosslinking of PEG‐SH into the disulfide crosslinked network. [ 15,16 ]…”

Section: Figurementioning

confidence: 99%

“…This response is characteristic of oxidative redox-cycling mechanism in which the AS Ox generated at the electrode is reduced back to AS Red by the oxidative crosslinking of PEG-SH into the disulfide crosslinked network. [15,16] In addition to forming disulfides, thiols are also nucleophiles that can undergo conjugation reactions. In biology, quinones are common electrophilic conjugating moieties [17,18] and we thus investigated the interaction between PEG-SH and the quinone-forming species catechol.…”

Section: Doi: 101002/adma202007758mentioning

confidence: 99%

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Interactive Materials for Bidirectional Redox‐Based Communication

Wang

Zong

et al. 2021

Advanced Materials

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Emerging research indicates that biology routinely uses diffusible redox‐active molecules to mediate communication that can span biological systems (e.g., nervous and immune) and even kingdoms (e.g., a microbiome and its plant/animal host). This redox modality also provides new opportunities to create interactive materials that can communicate with living systems. Here, it is reported that the fabrication of a redox‐active hydrogel film can autonomously synthesize a H2O2 signaling molecule for communication with a bacterial population. Specifically, a catechol‐conjugated/crosslinked 4‐armed thiolated poly(ethylene glycol) hydrogel film is electrochemically fabricated in which the added catechol moieties confer redox activity: the film can accept electrons from biological reductants (e.g., ascorbate) and donate electrons to O2 to generate H2O2. Electron‐transfer from an Escherichia coli culture poises this film to generate the H2O2 signaling molecule that can induce bacterial gene expression from a redox‐responsive operon. Overall, this work demonstrates that catecholic materials can participate in redox‐based interactions that elicit specific biological responses, and also suggests the possibility that natural phenolics may be a ubiquitous biological example of interactive materials.

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Section: Figurementioning

confidence: 99%

Section: Doi: 101002/adma202007758mentioning

confidence: 99%

Interactive Materials for Bidirectional Redox‐Based Communication

Wang

Zong

et al. 2021

Advanced Materials

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“…Noteworthy, within the complex electrochemistry exhibited by PPs [21][22][23], some PPs are potentially able to act as electron shuttles or redox mediators [24]. This property is conventionally exploited in solution, but in a more captivating way, it can be transferred onto electrode surfaces.…”

Section: Introductionmentioning

confidence: 99%

“…This property is conventionally exploited in solution, but in a more captivating way, it can be transferred onto electrode surfaces. This PPs ability has been exploited using as substrate carbonbased nanomaterials commonly employed in electroanalysis as SWCNTs, MWCNTs, and carbon black, while very few works concern the use of graphene-based electrodes [24,25]. In particular, the PPs ability to generate reversible catecholic-quinonoid redox systems results in the ability to mediate fast electron transfer towards different analytes, with reduction of the working potential and consequently reduced passivation, as well as improved sensitivity and selectivity [24].…”

Section: Introductionmentioning

confidence: 99%

“…This PPs ability has been exploited using as substrate carbonbased nanomaterials commonly employed in electroanalysis as SWCNTs, MWCNTs, and carbon black, while very few works concern the use of graphene-based electrodes [24,25]. In particular, the PPs ability to generate reversible catecholic-quinonoid redox systems results in the ability to mediate fast electron transfer towards different analytes, with reduction of the working potential and consequently reduced passivation, as well as improved sensitivity and selectivity [24]. Usually, electropolymerization is exploited for the anchoring of PPs, after the nanomaterial modification of the electrode surface.…”

Section: Introductionmentioning

confidence: 99%

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(+)-Catechin-assisted graphene production by sonochemical exfoliation in water. A new redox-active nanomaterial for electromediated sensing

et al. 2021

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A new green and effective sonochemical liquid-phase exfoliation (LPE) is proposed wherein a flavonoid compound, catechin (CT), promotes the formation of conductive, redox-active, water-phase stable graphene nanoflakes (GF). To maximize the GF-CT redox activity, the CT concentration and sonication time have been studied, and the best performing nanomaterialfraction selected. Physicochemical and electrochemical methods have been employed to characterize the morphological, structural, and electrochemical features of the GF-CT nanoflakes. The obtained GF intercalated with CT exhibits fully reversible electrochemistry (ΔE p = 28 mV, ipa/ipc = ⁓1) because of the catecholic adducts. GF-CT-integrated electrochemistry was generated directly during LPE of graphite, with no need of graphene oxide production, nor activation steps, electropolymerization, or ex-post functionalization. The GF-CT electro-mediator ability has been proven towards hydrazine (HY) and β-nicotinamide adenine dinucleotide (NADH) by simply drop-casting the redox-material onto screen-printed electrodes. GF-CT-based electrodes by using amperometry exhibited high sensitivity and extended linear ranges (HY: LOD = 0.1 µM, L.R. 0.5-150 µM; NADH: LOD = 0.6 µM, L.R. 2.5-200 µM) at low overpotential (+ 0.15 V) with no electrode fouling. The GF-CT electrodes are performing significantly better than commercial graphite electrodes and graphene nanoflakes exfoliated with a conventional surfactant, such as sodium cholate. Recoveries of 94-107% with RSD ≤ 8% (n = 3) for determination of HY and NADH in environmental and biological samples were achieved, proving the material functionality also in challenging analytical media. The presented GF-CT is a new functional redox-active material obtainable with a single-pot sustainable strategy, exhibiting standout properties particularly prone to (bio)sensors and cutting-edge device development.

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