Abstract
The ionization potentials (IP) of 91 alternant polycyclic aromatic hydrocarbons (PAH) were determined from the absorption maximum of the chargetransfer complex of each hydrocarbon and chloranil in chloroform. The extent of horseradish peroxidase (HRP)-catalyzed binding to DNA of 14 hydrocarbons of varying IP was measured. Only hydrocarbons with IP < approx. 7.35eV were significantly bound to DNA. These results provide further evidence that HRP-mediated binding of PAH to DNA occurs by one-electron oxidation and indicate that hydrocarbons must have IP < approx. 7.35eV to be activated by one-electron oxidation. Thus, determination of IP and HRP-catalyzed binding to DNA can offer some guidelines for selecting aromatic hydrocarbons which might undergo carcinogenic activation by this mechanism.
Original language | English (US) |
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Pages (from-to) | 87-109 |
Number of pages | 23 |
Journal | Chemico-Biological Interactions |
Volume | 47 |
Issue number | 1 |
DOIs | |
State | Published - Oct 15 1983 |
Keywords
- Carcinogenic activation
- DNA binding
- Horseradish peroxidase
- Ionization potential
- One-electron oxidation
- Polycyclic aromatic hydrocarbons
ASJC Scopus subject areas
- Toxicology