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Polycyclic aromatic hydrocarbons covalent binding

This chapter reviews the role of the covalent binding of metabolites of polycyclic aromatic hydrocarbons to DNA. [Pg.191]

Covalent binding of chemical carcinogens to cellular macromolecules, DNA, RNA and protein, is wel1-accepted to be the first step in the tumor initiation process ( 1, 2). Most carcinogens, including polycyclic aromatic hydrocarbons (PAH), require metabolic activation to produce the ultimate electrophilic species which react with cellular macromolecules. Understanding the mechanisms of activation and the enzymes which catalyze them is critical to elucidating the tumor initiation process. [Pg.293]

Another carcinogenic polycyclic aromatic hydrocarbon, 7,l2-dimethylben/.lajanthracene. also forms covalent adducts with nucleic acids (RNA)."" The ultimate carcinogenic reactive species apparently is the S.6-oxidc that results from epoxidation of the 5,6-double bond in this aromatic hydrocarbon. The arene oxide intermediate binds covalently to guanosinc residues of RNA to yield the two adducts. [Pg.74]

Hughes NC, Pfau W, Hewer A et al. 1993. Covalent binding of polycyclic aromatic hydrocarbon components of coal tar to DNA in mouse skin. Carcinogenesis 14(1) 135-144. [Pg.478]

Shugart L, Holland JM, Rahn RO. 1983. Dosimetry of polycyclic aromatic hydrocarbon skin carcinogenesis Covalent binding of benzo(a)pyrene to mouse epidermal DNA. Carcinogenesis 4 195-198. [Pg.508]

Weyand EH, Wu Y. 1995. Covalent binding of polycyclic aromatic hydrocarbon components of manufactured gas plant residue to mouse lung and forestomach DNA. Chem Res Toxicol 8 955-962. [Pg.352]

Cavalieri and coworkers, following earlier investigators , have championed the hypothesis that the covalent binding of polycyclic aromatic hydrocarbons to DNA is due to radical cations formed from them by the action of cytochrome P450 and/or peroxidase enzymes . They have reported that polycyclic aromatic hydrocarbons with ionization potentials below 7.35 eV can be oxidized to radical cations by peroxidases . Furthermore, the formation of a benzo[a]pyrene-DNA adduct consistent with oxidation of the... [Pg.207]

Zhu et al. proposed more complicated biosensor construction for selective binding of rhodamine B and 1-aminopyrene [119]. To do this, first GO is electrochemically reduced on the surface of the GCE and then iV-acetylaniline is polymerized on top of it. After this, -CD was covalently attached to the composite surface by electrooxidation. This sensor was used for voltammetric determination of 1-aminopyrene, an electrochemically active polycyclic aromatic hydrocarbon deleterious for living organisms. The authors show that -CD binds rhodamine B selectively, but in the presence of 1-aminopyrene, the rhodamine B molecules are displaced by 1-aminopyrene. This displacement results in a decreased oxidation peak current of rhodamine B and the appearance of an oxidation peak current for 1-aminopyrene. The current is linearly dependent on the 1-aminopyrene concentration between 10-260 nM. [Pg.458]

In this chapter, the use of gas chromatography-mass spectrometry (GC-MS) in the field of occupational and environmental health is discussed with emphasis on the detection of traces of nitrated polycyclic aromatic hydrocarbons (nitro-PAHs) from complex source emissions (diesel engine exhaust) in the ambient atmosphere and in personal air samples (workplace atmosphere). The uptake, and distribution, covalent binding to proteins, and excretion of urinary metabolites are addressed in terms of specific MS-applications. The analysis of drinking water and foodstuffs for contaminants or residues is not discussed these topics are presented elsewhere in this book. [Pg.200]


See other pages where Polycyclic aromatic hydrocarbons covalent binding is mentioned: [Pg.7]    [Pg.25]    [Pg.243]    [Pg.246]    [Pg.209]    [Pg.338]    [Pg.345]    [Pg.179]    [Pg.233]    [Pg.554]    [Pg.574]    [Pg.74]    [Pg.131]    [Pg.674]    [Pg.421]    [Pg.526]    [Pg.85]    [Pg.42]    [Pg.231]    [Pg.674]    [Pg.447]    [Pg.407]    [Pg.475]    [Pg.1598]   
See also in sourсe #XX -- [ Pg.305 ]




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