Square wave voltammetric study of interaction between 9-acridinyl amino acid derivatives and DNA
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 biosensorSource:
Bioelectrochemistry, 2023, 149Publisher:
- Elsevier B.V.
Funding / projects:
DOI: 10.1016/j.bioelechem.2022.108323
ISSN: 1567-5394
PubMed: 36403341
WoS: 000890301100001
Scopus: 2-s2.0-85141921790
Collections
Institution/Community
PharmacyTY - 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 . .