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Square wave voltammetric study of interaction between 9-acridinyl amino acid derivatives and DNA

Authorized Users Only
2023
Authors
Rupar, Jelena
Dobričić, Vladimir
Brborić, Jasmina
Čudina, Olivera
Aleksić, Mara
Article (Published version)
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Abstract
Electrochemical oxidation of newly synthesized acridine derivatives (ADs): PG, PA, EG and EA was studied using square wave voltammetry at a glassy carbon electrode. Oxidation occurs as an irreversible process for all ADs. The ADs interaction with DNA was investigated using multi-layer DNA electrochemical biosensor. The shift of dA peak in positive direction indicated that the type of interaction is most likely an intercalation. PG showed the widest range of concentration capable to interact with DNA (1 × 10−7 M − 2.5 × 10−4 M). Analysing [Formula presented] vs logcAD plots, the binding constants were determined. For the lowest PG concentrations, obtained K value close to 106 M−1 refers to strong binding. The values of K for PA may be classified as medium strength, while EG and EA showed low K values. Our results unequivocally showed that the characteristics of association complexes may vary depending on the concentration of the interacting substance. The negative ΔG value for all ADs, ...(- 21 to - 34 kJ mol−1), confirms the process spontaneity. The best result, indicating the most stable formed complex with DNA adsorbed at the electrode surface, showed PG when present in low concentration, order of 10−7 M. The intercalation of ADs into DNA was supported by molecular docking analysis.

Keywords:
Interaction / Molecular docking / Square wave voltammetry / 9-acridinyl amino acid derivatives / DNA-electrochemical biosensor
Source:
Bioelectrochemistry, 2023, 149
Publisher:
  • Elsevier B.V.
Funding / projects:
  • Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 200161 (University of Belgrade, Faculty of Pharmacy) (RS-200161)

DOI: 10.1016/j.bioelechem.2022.108323

ISSN: 1567-5394

Scopus: 2-s2.0-85141921790
[ Google Scholar ]
URI
https://farfar.pharmacy.bg.ac.rs/handle/123456789/4323
Collections
  • Radovi istraživača / Researchers’ publications
Institution/Community
Pharmacy
TY  - JOUR
AU  - Rupar, Jelena
AU  - Dobričić, Vladimir
AU  - Brborić, Jasmina
AU  - Čudina, Olivera
AU  - Aleksić, Mara
PY  - 2023
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4323
AB  - Electrochemical oxidation of newly synthesized acridine derivatives (ADs): PG, PA, EG and EA was studied using square wave voltammetry at a glassy carbon electrode. Oxidation occurs as an irreversible process for all ADs. The ADs interaction with DNA was investigated using multi-layer DNA electrochemical biosensor. The shift of dA peak in positive direction indicated that the type of interaction is most likely an intercalation. PG showed the widest range of concentration capable to interact with DNA (1 × 10−7 M − 2.5 × 10−4 M). Analysing [Formula presented] vs logcAD plots, the binding constants were determined. For the lowest PG concentrations, obtained K value close to 106 M−1 refers to strong binding. The values of K for PA may be classified as medium strength, while EG and EA showed low K values. Our results unequivocally showed that the characteristics of association complexes may vary depending on the concentration of the interacting substance. The negative ΔG value for all ADs, (- 21 to - 34 kJ mol−1), confirms the process spontaneity. The best result, indicating the most stable formed complex with DNA adsorbed at the electrode surface, showed PG when present in low concentration, order of 10−7 M. The intercalation of ADs into DNA was supported by molecular docking analysis.
PB  - Elsevier B.V.
T2  - Bioelectrochemistry
T1  - Square wave voltammetric study of interaction between 9-acridinyl amino acid derivatives and DNA
VL  - 149
DO  - 10.1016/j.bioelechem.2022.108323
ER  - 
@article{
author = "Rupar, Jelena and Dobričić, Vladimir and Brborić, Jasmina and Čudina, Olivera and Aleksić, Mara",
year = "2023",
abstract = "Electrochemical oxidation of newly synthesized acridine derivatives (ADs): PG, PA, EG and EA was studied using square wave voltammetry at a glassy carbon electrode. Oxidation occurs as an irreversible process for all ADs. The ADs interaction with DNA was investigated using multi-layer DNA electrochemical biosensor. The shift of dA peak in positive direction indicated that the type of interaction is most likely an intercalation. PG showed the widest range of concentration capable to interact with DNA (1 × 10−7 M − 2.5 × 10−4 M). Analysing [Formula presented] vs logcAD plots, the binding constants were determined. For the lowest PG concentrations, obtained K value close to 106 M−1 refers to strong binding. The values of K for PA may be classified as medium strength, while EG and EA showed low K values. Our results unequivocally showed that the characteristics of association complexes may vary depending on the concentration of the interacting substance. The negative ΔG value for all ADs, (- 21 to - 34 kJ mol−1), confirms the process spontaneity. The best result, indicating the most stable formed complex with DNA adsorbed at the electrode surface, showed PG when present in low concentration, order of 10−7 M. The intercalation of ADs into DNA was supported by molecular docking analysis.",
publisher = "Elsevier B.V.",
journal = "Bioelectrochemistry",
title = "Square wave voltammetric study of interaction between 9-acridinyl amino acid derivatives and DNA",
volume = "149",
doi = "10.1016/j.bioelechem.2022.108323"
}
Rupar, J., Dobričić, V., Brborić, J., Čudina, O.,& Aleksić, M.. (2023). Square wave voltammetric study of interaction between 9-acridinyl amino acid derivatives and DNA. in Bioelectrochemistry
Elsevier B.V.., 149.
https://doi.org/10.1016/j.bioelechem.2022.108323
Rupar J, Dobričić V, Brborić J, Čudina O, Aleksić M. Square wave voltammetric study of interaction between 9-acridinyl amino acid derivatives and DNA. in Bioelectrochemistry. 2023;149.
doi:10.1016/j.bioelechem.2022.108323 .
Rupar, Jelena, Dobričić, Vladimir, Brborić, Jasmina, Čudina, Olivera, Aleksić, Mara, "Square wave voltammetric study of interaction between 9-acridinyl amino acid derivatives and DNA" in Bioelectrochemistry, 149 (2023),
https://doi.org/10.1016/j.bioelechem.2022.108323 . .

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