Electrochemical detection of 7-methylguanosine and DNA-methylation

Nascimento, Raphael Fonseca do; Nascimento, José A. M.; Montenegro, João Gabriel Soares; Nascimento, Valberes B.; Oliveira, Severino Carlos B.

doi:10.1039/c8ay01667d

Cited by 10 publications

(22 citation statements)

References 25 publications

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“…An update on the mechanism for the oxidation of 7‐mGua in aqueous medium was proposed, Scheme , on the basis of the electrochemical results presented here (Figure , , , and ) and previously in the literature for the oxidation of Gua and Gua adducts on carbon substrates . Electro‐oxidation of 7‐mGua was associated with an electrochemical‐chemical‐electrochemical (ECE) process with the withdrawal of two electrons and two protons of C8.…”

Section: Resultsmentioning

confidence: 99%

“…At pH=4.5 the peak potentials of Gua, 7‐mGua and 7‐mGuo are E pa =0.85 V, E pa =1.02 V and E pa =1.22 V, respectively, Figure and and Table . Such behaviour can be assigned to steric effects of the pendant groups . As expected, 8‐oxo‐7‐mGua is also oxidized at more positive potentials (∼40 mV) if compared to 8‐oxoGua, Figure and and Table .…”

Section: Resultsmentioning

confidence: 99%

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Electrochemical Detection of Guanine‐methylation Using Glassy Carbon Electrode

et al. 2019

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This work presents a study of the electrochemical oxidation of 7‐methylguanine (7‐mGua) in aqueous solution at glassy carbon electrode by cyclic voltammetry, differential pulse voltammetry, square wave voltammetry and electrochemical impedance spectrometry. The anodic behaviour of 7‐mGua was compared with the electro‐oxidation of guanine and 7‐methylguanosine. The results demonstrated that the methyl and ribose groups are not electroactive but strongly influence the oxidation mechanism of these species. The oxidation of 7‐mGua occurred in a single pH‐dependent step, with the withdrawal of two electrons and two protons of C8, to form 8‐oxo‐7‐methylguanine, while the electro‐oxidation of 7‐methylguanosine also occurred in a single pH‐dependent step, however, with the withdrawal of one electron and one proton of C8 to form a hydroxylated product, since its oxidation to 8‐oxo‐7‐methylguanosine is hindered by the presence of the pendant groups. In addition, the oxidation of 7‐mGua was investigated in the presence of DNA and DNA‐bases, leading to the conclusion that the formation of 7‐mGua, from an interaction of DNA with an alkylating agent, would cause an increase on the deoxyguanosine peak current of the DNA‐biosensor, with no interference of any free DNA bases, which demonstrated that DNA‐electrochemical biosensors find application on detecting DNA methylation, opening a new avenue for applications of DNA biosensors.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Electrochemical Detection of Guanine‐methylation Using Glassy Carbon Electrode

et al. 2019

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“…The detection of PPIs, such as the interaction between ADAM-17cyto and Trx-1, is commonly carried out through fluorescence or chemiluminescence methods. , However, these methods require labeling with a fluorophore to detect signals, significantly altering the binding to the biological target . It can also be limited by photobleaching and interference from background autofluorescence. , Among affinity-based techniques, electrochemical biosensors’ application by measuring impedance through electrochemical impedance spectroscopy (EIS) has attracted growing attention in recent years. − The electrochemical biosensors combine electrochemical transducers’ sensitivity with the high specificity during biological recognition processes . These devices allow the recognition of analytes containing different biological elements (e.g., proteins, antibodies, enzymes, nucleic acids).…”

Section: Introductionmentioning

confidence: 99%

ZIF-8 Metal–Organic Framework Electrochemical Biosensor for the Detection of Protein–Protein Interaction

et al. 2021

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In this study, a novel label-free electrochemical biosensor based on the zeolitic imidazole framework (ZIF-8) was developed for monitoring protein–protein interactions (PPIs). ZIF-8 was deposited on interdigitated electrodes and employed as a transducing material and simultaneously carried the thioredoxin-1 (Trx-1) protein, followed by the deposition of increased concentrations of the cytoplasmic domain of a disintegrin and metalloproteinase 17 (ADAM17cyto) known as the Trx-1 binding partner. Structural and morphological characterizations were used to validate and verify the formation of ZIF-8. The ZIF-8 crystals showed a rhombic dodecahedral structure with mainly exposed (011) facets, a mean particle size of 205 (±22) nm, and a ZIF-8 film thickness around 61 (±6) nm. The interaction between Trx-1 and ADAM17cyto proteins was analyzed through electrochemical impedance spectroscopy (EIS). The results indicate a linear and inverse relationship between the impedance responses at 0.1 Hz for ADAM17cyto concentrations from 50 nM to 8 μM, with a coefficient of variation from 1.0% to 11.4%. The proposed biosensor also displayed a significant selectivity and stability verified by using ADAM17cyto mutant and BSA as controls. As a proof-of-concept, we compared the results with a widely used type of PPI assay based on antibody recognition, the solid-phase binding assay, using the same proteins. The solid-phase binding assay was able to detect a significant binding only in ADAM17cyto concentrations above 0.5 μM, with a coefficient of variation varying from 5.4% to 27.5%. The results demonstrate that the developed biosensor was 10× more sensitive and reproducible than the conventional solid-phase binding assay. Furthermore, the developed electrochemical biosensor based on ZIF-8 provides a faster, label-free, and low-cost detection analysis, representing a novel strategy in detecting PPIs.

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Section: Introductionmentioning

confidence: 99%

“…Voltammetric techniques, such as cyclic voltammetry (CV), differential pulse voltammetry (DPV) and square wave voltammetry (SWV), mainly using solid electrodes, such as carbon, gold or platinum, are widely used to investigate mechanisms of redox reactions of different species [1, 7, 29–32]. Furthermore, the high sensitivity of pulse voltammetric techniques, such as DPV and SWV makes them very suitable for the development of electroanalytical methodologies [7, 29, 32–35]. The redox properties of 3‐NO 2 ‐Tyr have already been investigated at hanging mercury drop electrode (HMDE) [24], on screen printed carbon electrode (SPCE) in physiological medium, using SWV [36], at a pencil graphite electrode (PGE) using DPV [6] and more recently at glassy carbon electrode (GCE) over a wide pH range, using CV, DPV and SWV [1].…”

Section: Introductionmentioning

confidence: 99%

Voltammetric Studies of 3‐Nitro‐tyrosine Electro‐oxidation at Solid Electrodes and its Interaction with DNA

Nascimento

Mendes

et al. 2020

Electroanalysis

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The electrochemical oxidation of 3‐nitro‐tyrosine (3‐NO2‐Tyr) was studied in aqueous media at metallic electrodes (platinum and gold), using voltammetric techniques. The interaction between 3‐NO2‐Tyr and double helix DNA (dsDNA) in a physiological medium was also investigated. Electro‐oxidation of 3‐NO2‐Tyr occurs in one single irreversible pH‐dependent step with the transfer of one electron and one proton from the phenolic group to the formation of radicals, which preferably dimerize, fouling the electrode surfaces. The differential pulse voltammetry and gel electrophoresis results clearly demonstrated a strong interaction of 3‐NO2‐Tyr with the dsDNA for the formation of a stable 3‐NO2‐Tyr‐dsDNA complex.

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Electrochemical detection of 7-methylguanosine and DNA-methylation

Abstract: DNA methylation damage can be detected using a DNA-electrochemical biosensor.

Cited by 10 publications

References 25 publications

Electrochemical Detection of Guanine‐methylation Using Glassy Carbon Electrode

Electrochemical Detection of Guanine‐methylation Using Glassy Carbon Electrode

ZIF-8 Metal–Organic Framework Electrochemical Biosensor for the Detection of Protein–Protein Interaction

Voltammetric Studies of 3‐Nitro‐tyrosine Electro‐oxidation at Solid Electrodes and its Interaction with DNA

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