Voltammetric studies of the interaction of genotoxic 2-nitrofluorene with DNA

被引:3
|
作者
Krejcova-Sirlova, Zuzana [1 ]
Barek, Jiri [1 ]
Vyskocil, Vlastimil [1 ]
机构
[1] Charles Univ Prague, Fac Sci, Dept Analyt Chem, UNESCO Lab Environm Electrochem, Hlavova 2030-8, Prague 12843 2, Czech Republic
关键词
DNA biosensor; DNA damage; Electrochemical detection; Hanging mercury drop electrode; 2-Nitrofluorene; POLYCYCLIC AROMATIC-HYDROCARBONS; MERCURY-ELECTRODES; NITRO-COMPOUNDS; NUCLEIC-ACIDS; SENSORS; DAMAGE; TOOL; 1,10-PHENANTHROLINE; DERIVATIVES; BIOSENSOR;
D O I
10.1016/j.bioelechem.2022.108326
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The interaction of genotoxic environmental pollutant 2-nitrofluorene (2-NF) with double-stranded DNA has been studied using a hanging mercury drop electrode (HMDE) as an electrochemical sensor. Two types of DNA damage were investigated and electrochemically detected using cyclic voltammetry and differential pulse voltammetry: (i) DNA damage caused by the direct interaction with 2-NF and (ii) DNA damage caused by short-lived radicals generated by the electrochemical reduction of 2-NF. For the study of the direct interaction, the HMDE was modified by DNA and the interaction of DNA with 2-NF was studied after their mutual interaction right at the HMDE surface, or DNA was preincubated with 2-NF in solution and, subsequently, the interaction was studied voltammetrically. Using both detection techniques, the formation of DNA-2-NF complex was observed and the mutual interaction was interpreted as an intercalation between DNA base pairs. On the basis of obtained results, we suppose that expected formation of 8-oxoguanosine leads to guanosine-cytidine base pair interruption and DNA double-strand break formation. The binding constants (K) of the DNA-2-NF complex formed in solution and on the HMDE surface (DNA/HMDE) were determined from the changes in the voltammetric peaks of the studied analyte.
引用
收藏
页数:7
相关论文
共 50 条
  • [21] Metabolism of 2-nitrofluorene, an environmental pollutant, and 2-acetylaminofluorene in fish
    Ueda, O
    Kitamura, S
    Huruse, Y
    Saito, T
    Kanzaki, Y
    Yano, Y
    Tatsumi, K
    Ohta, S
    BULLETIN OF ENVIRONMENTAL CONTAMINATION AND TOXICOLOGY, 2001, 66 (03) : 371 - 378
  • [22] Metabolism of 2-Nitrofluorene, an Environmental Pollutant, and 2-Acetylaminofluorene in Fish
    O. Ueda
    S. Kitamura
    Y. Huruse
    T. Saito
    Y. Kanzaki
    Y. Yano
    K. Tatsumi
    S. Ohta
    Bulletin of Environmental Contamination and Toxicology, 2001, 66 (3) : 371 - 378
  • [23] DNA ADDUCT FORMATION IN LIVER FOLLOWING THE ADMINISTRATION OF [3H]2-NITROFLUORENE TO RATS INVIVO
    WIERCKX, FCJ
    WEDZINGA, R
    TIMMERSREKER, AJM
    BELAND, FA
    MEERMAN, JHN
    MULDER, GJ
    CARCINOGENESIS, 1991, 12 (11) : 2053 - 2058
  • [24] Microwave-Assisted Knoevenagel Reaction of 2-Nitrofluorene with Aromatic Aldehyde
    Hu, Weibing
    Feng, Fu
    Li, Yunpan
    Zhou, Hongyan
    Wang, Hui
    Tian, Dating
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2011, 31 (06) : 897 - 900
  • [25] Experimental and computational study of the thermodynamic properties of 2-nitrofluorene and 2-aminofluorene
    Oliveira, Juliana A. S. A.
    Monte, Manuel J. S.
    Notario, R.
    Ribeiro da Silva, Maria D. M. C.
    JOURNAL OF CHEMICAL THERMODYNAMICS, 2014, 76 : 56 - 63
  • [26] Voltammetric studies of the interaction of quinacrine with DNA
    Aslanoglu, M
    Ayne, G
    ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 2004, 380 (04) : 658 - 663
  • [27] Voltammetric studies of the interaction of quinacrine with DNA
    Mehmet Aslanoglu
    Gulay Ayne
    Analytical and Bioanalytical Chemistry, 2004, 380 : 658 - 663
  • [28] UNSCHEDULED DNA-SYNTHESIS IN THE LIVER AND MUTAGENIC ACTIVITY IN THE URINE OF RATS EXPOSED TO 2-NITROFLUORENE OR 2-ACETYLAMINOFLUORENE
    BEIJE, B
    MOLLER, L
    ENVIRONMENTAL MUTAGENESIS, 1986, 8 : 10 - 10
  • [29] GENERATION OF FREE-RADICALS FROM 2-NITROFLUORENE AND 2-HYDROXYLAMINOFLUORENE
    SRIDHAR, R
    PROCEEDINGS OF THE AMERICAN ASSOCIATION FOR CANCER RESEARCH, 1980, 21 (MAR): : 126 - 126
  • [30] ROLE OF THE INTESTINAL MICROFLORA IN THE FORMATION OF DNA AND HEMOGLOBIN ADDUCTS IN RATS TREATED WITH 2-NITROFLUORENE AND 2-AMINOFLUORENE BY GAVAGE
    SCHEEPERS, PTJ
    VELDERS, DD
    STEENWINKEL, MJST
    VANDELFT, JHM
    DRIESSEN, W
    STRAETEMANS, MME
    BAAN, RA
    KOOPMAN, JP
    NOORDHOEK, J
    BOS, RP
    CARCINOGENESIS, 1994, 15 (07) : 1433 - 1441