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A benzopyrene is an organic compound with the formula C20H12. Structurally speaking, the colorless isomers of benzopyrene are pentacyclic hydrocarbons and are fusion products of pyrene and a phenylene. Two species of benzopyrene are [benzo(a)pyrene|benzo[ apyrene]] and the less common [benzo(e)pyrene|benzo[ epyrene]]. They belong to the chemical class of polycyclic aromatic hydrocarbons.
Benzopyrenes are harmful because they form carcinogenic and mutagenic (such as [(+)-Benzo(a)pyrene-7,8-dihydrodiol-9,10-epoxide|(+)-benzo[ apyrene-7,8-dihydrodiol-9,10-epoxide]] from benzo apyrene) which intercalate into DNA, interfering with transcription. They are considered pollutants and carcinogens. The mechanism of action of benzoapyrene-related DNA modification has been investigated extensively and relates to the activity of cytochrome P450 subclass 1A1 (CYP1A1). Seemingly, the high activity of CYP1A1 in the intestinal mucosa prevents major amounts of ingested benzoapyrene from entering portal blood and systemic circulation. The intestinal (but not hepatic) detoxification mechanism seems to depend on receptors that recognize bacterial surface components (TLR2).
Evidence exists to link benzo apyrene to the formation of lung cancer.
In February 2014, NASA announced a greatly upgraded database for tracking polycyclic aromatic hydrocarbons (PAHs), including benzopyrene, in the universe. According to scientists, more than 20% of the carbon in the universe may be associated with PAHs, possible starting materials for the formation of life. PAHs seem to have been formed several billion years after the Big Bang, are widespread throughout the universe, and are associated with Star formation and exoplanets.
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