Year 2014, Volume 2, Issue 1, Pages 1 - 8 2014-04-01

Electrochemical Comparison of the Interaction of 5-Nitrouracil with Single- or Double-Stranded DNA at mercury and glassy carbon electrodes

Mohamed Sayed Ibrahim [1] , Hossieny Sameh Mohamed Ibrahim [2] , Moustafa Mohamed Kamal [3] , Yassin Mohamed Temerk [4]

299 382

The interaction of the 5-Nitrouracil (5NU), with ss-, and ds-DNA was investigated electrochemically in absence and presence of copper ions by using cyclic voltammetry (CV) and differential pulse stripping voltammetry (DPSV) at hanging mercury drop electrode (HMDE) and glassy carbon electrode (GCE) surfaces. It was found that, in absence of copper ions, the addition of ss- or ds-DNA to a buffered solution of 5NU results in a decrease on the 5NU redox peak current with a remarkable change in the peak potential (ca. 150 mV vs. Ag/AgCl) at both electrodes. This means that, an interaction of 5NU molecules with both ss- and ds-DNA was observed. The results also demonstrate that a distinguish between ss-, and ds-DNA can be achieved in presence of copper ion through their interaction with 5NU. The binding constants of 5NU with ds-DNA at HMDE and GCE were determined through the changes on the 5NU redox peak currents (at HMDE, 1.45x10^5 and at GCE, 2.65x10^5). The calibration plot for the DNA determination was obtained through the corresponding decreases on the DPSV peak current of 5NU to different additions of DNA (ss- or ds-DNA) concentration levels at the optimum conditions.
Voltammetry, 5-nitrouracil, interactions, DNA
  • Pharmacology, 6th ed. (Appleton & Lang, Norwalk,CT; 1995.
  • Lawrence TS, Davis MA, Maybaum J, Stetson PL, Ensminger WD. The Effect of Single versus Halogenated Radiosensitization and DNA Strand Breakage in Human Tumor Cells. Radiat Res 1990; 123: 192- Basic and Clinical Double-Strand Substitution Pyrimidine-Induced
  • Jain KS, Chitre TS, Miniyar PB, Kathiaravan MK, Bendre VS, Veer VS, et al. Biological and medicinal significance of pyrimidines. J Curr Sci 2006; 90(6):793-803.
  • Longley DB, Harkin DP, Johnston PG. 5- Fluorouracil: mechanisms of action and clinical strategies. Nat Rev Can 2003; 3:330-8.
  • Buchsbaum DJ, Khazaeli MB, Davis MA, Lawrence TS. Sensitization of radiolabeled monoclonal bromodeoxyuridine.Cancer 1994; 73: 999-1005.
  • Chelladurai M, Lobocki CA, Sultani M, Hanna Y, Drelichman A, Pieper DR, et al. Bromodeoxyuridine improves the cytotoxic effect of cisplatin: a comparison with 5-fluorouracil. Cancer Chemother Pharmacol 1997; 40(6):463-8.
  • Wardman P, Clarke ED, Flockhart IR, Wallace RG. The rationale for the development of improved hypoxic cell radiosensitizers. Brit J Cancer 1978 (Suppl. III) 1-5.
  • Lee BH, Shin JH, Lim MK, Jang TS, Park JS, Kim KH, et al. Bull. Partition property of 5- nitrothiopyrimidine Nucleoside. Bull Korean Chem Soc 1979; 18(7): 734-6.
  • Jiménez BM, Kranz P, Lee CS, Gero AM, O'Sullivan phosphorylase pyrimidine analogs. Biochem Pharmacol 1989; 38(21): 3785-9.
  • Copik A, Suwinski J, Walczak K, Bronikowska J, Czuba Z, Kr َol W. Synthesis of 1-(2-hydroxy-3-methoxypropyl)uracils and their activity against L1210 and macrophage raw 264.7 cells. Nucleosides Nucleotides Nucleic Acids 2002; (21): 377-383.
  • Puccetti G, Perigaud A, Badan J, Ledoux I, Zyss J. 5-Nitrouracil: a transparent and efficient nonlinear organic crystal. J Opt Soc Am B 1993; 10 (4): 733- 744.
  • Smiley JA, Angelot JM, Cannon RC, Marshall EM, Asch DK. Radioactivity-based and spectrophotometric decarboxylase: identification of the thymidine salvage pathway in lower eukaryotes. Anal Biochem 1999; 266(1): 85-92.
  • Coats E, Glave WR, Hansch C. Structure- activity relations in thymidine phosphorylase inhibitors. A correlation using substituent constants and regression analysis. Med J Chem 1970; 13(5): 913–9.
  • Gills JJ, Lopoiccolo J, Denni PA. Nelfinavir, a new anti-cancer drug with pleiotropic effects and many paths to autophagy. Autophagy 2008; 4(1):107-9.
  • Hurley LH. DNA and its associated processes as targets for cancer therapy. Nat Rev Cancer 2002; 2(3): 188–200.
  • Shahabadi N, Moghadam NH. Determining the mode of interaction of calf thymus DNA with the drug sumatriptan using voltammetric and spectroscopic techniques. Spectrochimica Acta Part Spectroscopy 2012; 99:18–22.
  • Arkin MR, Stemp EDA, Turro C, Turro NJ, Barton JK. Luminescence Quenching in Supramolecular Systems: A Comparison of DNA- SDS Micelle-Mediated Photo-induced Electron Transfer between Metal Complexes. J Am Chem Soc 1996; 118: 2267-74.
  • Chlorobenzylidine-herring interaction: binding mode and thermodynamic sperm DNA Treated 2012; 88: 244-251.
  • Bian CL, Zeng QX, Yang LJ, Xiong HY, Zhang XH, Wang SF. Voltammetric studies of the interaction of rutin with DNA and its analytical applications on the MWNTs–COOH/Fe3O4 modified electrode. Sensors and Actuators B 2011; 156(2): 615– 620.
  • Wang Y, Ni Y, Kokot S. Voltammetric behavior of complexation of salbutamol with calf thymus DNA and its analytical application. Analytical Biochemistry 2011; 419(2): 76–80.
  • Carter MT, Rodriguez M, Bard AJ. Voltammetric studies of the interaction of metal chelates with DNA. 2. Tris-chelated complexes of cobalt(III) and iron(II) with 1,10-phenanthroline and 2,2'-bipyridine. J Am Chem Soc 1989; 111(24): 8901-11.
  • Ibrahim MS. Voltammetric studies of the interaction of nogalamycin antitumor drug with DNA. Anal Chim Acta 2001; 443:63–72.
  • Ibrahim MS, Kamal MM, Temerk YM. Comparison of the voltammetric studies at mercury and glassy carbon electrodes for the interaction of lumichrome with DNA and analytical applications. Anal Bioanal Chem 2003; 375:1024–30.
  • Temerk YM, Ibrahim MS, Kotb M. Voltammetric and spectroscopic studies on binding of antitumor Morin, Morin-Cu complex and Spectrochim Acta A 2009; 71 (5):1830–6.
  • Temerk YM, Ibrahim MS, Kotb M, Schuhmann W. Interaction of antitumor flavonoids with dsDNA in the absence and presence of Cu(II). Anal Bioanal Chem 2013; 405(11):3839-46.
  • Pang DW, Abruna HD. Micromethod for the investigation of the Interactions between DNA and Redox-Active Molecules. Anal Chem 1998; 70:3162-9.
  • Bard AJ, Faulkner LR. Electrochemical Methods Fundamentals and Applications. Wiley, New York 1980.
  • Frei YF, Miller IR. Influence of Adsorbed Positively Polarographic Currents of Cationic Depolarizers. II. J Phys Chem 1965; 69(9): 3018-23.
  • Wang ZY, Han R, in: Pharmaceutical Treatment of Tumor (in Chinese), People’s Health Press, Beijing, 1987; 72-4.
  • Zhu Z, Li NQ. Electrochemical studies of 9,10-anthraquinone interacting with hemoglobin and determination of hemoglobin. Mikrochim Acta 1999; 130(4): 301-8.
  • Feng Q, Li NQ, Jiang YY. Electrochemical studies of porphyrin interacting with DNA and determination of DNA. Anal Chim Acta 1997; 344:97-104.
  • Schäfer S, Sheldrick WS. Coligand tuning of the DNA binding properties of halfsandwich organometallic polypyridyl (pp) and monodentate ligands (L=Cl, (NH2)2CS, (NMe2)2CS) on the intercalation of (η5-pentamethylcyclopentadienyl)iridium dipyridoquinoxaline complexes. J Organ Chem 2007; 692: 1300-9.
  • Ortiz M, Fragoso A, Ortiz PJ, O’Sullivan CK. Elucidation of the mechanism of single stranded DNA interaction with methylene blue: A spectroscopic approach. J Photochem Photobio A: Chem 2011; 218: 26–32. Polyelectrolytes on influence of (III)- and –dipyridophenazine
Primary Language tr
Journal Section Articles
Authors

Author: Mohamed Sayed Ibrahim

Author: Hossieny Sameh Mohamed Ibrahim

Author: Moustafa Mohamed Kamal

Author: Yassin Mohamed Temerk

Dates

Publication Date: April 1, 2014

Bibtex @ { apjes29234, journal = {Akademik Platform Mühendislik ve Fen Bilimleri Dergisi}, issn = {}, eissn = {2147-4575}, address = {Akademik Platform}, year = {2014}, volume = {2}, pages = {1 - 8}, doi = {10.5505/apjes.2014.46855}, title = {Electrochemical Comparison of the Interaction of 5-Nitrouracil with Single- or Double-Stranded DNA at mercury and glassy carbon electrodes}, key = {cite}, author = {Ibrahim, Mohamed Sayed and Ibrahim, Hossieny Sameh Mohamed and Kamal, Moustafa Mohamed and Temerk, Yassin Mohamed} }
APA Ibrahim, M , Ibrahim, H , Kamal, M , Temerk, Y . (2014). Electrochemical Comparison of the Interaction of 5-Nitrouracil with Single- or Double-Stranded DNA at mercury and glassy carbon electrodes. Akademik Platform Mühendislik ve Fen Bilimleri Dergisi, 2 (1), 1-8. DOI: 10.5505/apjes.2014.46855
MLA Ibrahim, M , Ibrahim, H , Kamal, M , Temerk, Y . "Electrochemical Comparison of the Interaction of 5-Nitrouracil with Single- or Double-Stranded DNA at mercury and glassy carbon electrodes". Akademik Platform Mühendislik ve Fen Bilimleri Dergisi 2 (2014): 1-8 <http://dergipark.org.tr/apjes/issue/2196/29234>
Chicago Ibrahim, M , Ibrahim, H , Kamal, M , Temerk, Y . "Electrochemical Comparison of the Interaction of 5-Nitrouracil with Single- or Double-Stranded DNA at mercury and glassy carbon electrodes". Akademik Platform Mühendislik ve Fen Bilimleri Dergisi 2 (2014): 1-8
RIS TY - JOUR T1 - Electrochemical Comparison of the Interaction of 5-Nitrouracil with Single- or Double-Stranded DNA at mercury and glassy carbon electrodes AU - Mohamed Sayed Ibrahim , Hossieny Sameh Mohamed Ibrahim , Moustafa Mohamed Kamal , Yassin Mohamed Temerk Y1 - 2014 PY - 2014 N1 - doi: 10.5505/apjes.2014.46855 DO - 10.5505/apjes.2014.46855 T2 - Akademik Platform Mühendislik ve Fen Bilimleri Dergisi JF - Journal JO - JOR SP - 1 EP - 8 VL - 2 IS - 1 SN - -2147-4575 M3 - doi: 10.5505/apjes.2014.46855 UR - https://doi.org/10.5505/apjes.2014.46855 Y2 - 2019 ER -
EndNote %0 Academic Platform Journal of Engineering and Science Electrochemical Comparison of the Interaction of 5-Nitrouracil with Single- or Double-Stranded DNA at mercury and glassy carbon electrodes %A Mohamed Sayed Ibrahim , Hossieny Sameh Mohamed Ibrahim , Moustafa Mohamed Kamal , Yassin Mohamed Temerk %T Electrochemical Comparison of the Interaction of 5-Nitrouracil with Single- or Double-Stranded DNA at mercury and glassy carbon electrodes %D 2014 %J Akademik Platform Mühendislik ve Fen Bilimleri Dergisi %P -2147-4575 %V 2 %N 1 %R doi: 10.5505/apjes.2014.46855 %U 10.5505/apjes.2014.46855
ISNAD Ibrahim, Mohamed Sayed , Ibrahim, Hossieny Sameh Mohamed , Kamal, Moustafa Mohamed , Temerk, Yassin Mohamed . "Electrochemical Comparison of the Interaction of 5-Nitrouracil with Single- or Double-Stranded DNA at mercury and glassy carbon electrodes". Akademik Platform Mühendislik ve Fen Bilimleri Dergisi 2 / 1 (April 2014): 1-8. https://doi.org/10.5505/apjes.2014.46855
AMA Ibrahim M , Ibrahim H , Kamal M , Temerk Y . Electrochemical Comparison of the Interaction of 5-Nitrouracil with Single- or Double-Stranded DNA at mercury and glassy carbon electrodes. APJES. 2014; 2(1): 1-8.
Vancouver Ibrahim M , Ibrahim H , Kamal M , Temerk Y . Electrochemical Comparison of the Interaction of 5-Nitrouracil with Single- or Double-Stranded DNA at mercury and glassy carbon electrodes. Akademik Platform Mühendislik ve Fen Bilimleri Dergisi. 2014; 2(1): 8-1.