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Benzo[a]pyrene (BaP or B[a]P) is a polycyclic aromatic hydrocarbon and the result of incomplete combustion of organic matter at temperatures between 300 °C (572 °F) and 600 °C (1,112 °F). The ubiquitous compound can be found in coal tar, tobacco smoke and many foods, especially grilled meats.
Chemical structure of benzo[a]pyrene Chemical structure of benzo[e]pyrene. A benzopyrene is an organic compound with the formula C 20 H 12.Structurally speaking, the colorless isomers of benzopyrene are pentacyclic hydrocarbons and are fusion products of pyrene and a phenylene group.
The metabolism of the tobacco smoke procarcinogen benzo[a]pyrene involves three distinct steps – the introduction of an epoxide group in the 7,8-position, its hydration to a vicinal diol and the introduction of an epoxide in the 9,10-position.
One significant compound the bacteria can biodegrade is benzo(a)pyrene (BaP). [13] BaP is a polycyclic aromatic hydrocarbon (PAH), well-known organic pollutant associated with properties of teratogenicity, mutagenicity, and carcinogenicity. BaP is a degradation-resistant compound; thus, it is more inclined to accumulate in the environment. [14]
A metabolite of benzo[]pyrene forms an intercalated DNA adduct, at center. In molecular genetics, a DNA adduct is a segment of DNA bound to a cancer-causing chemical.This process could lead to the development of cancerous cells, or carcinogenesis.
English: metabolism of benzo[a]pyrene yielding cancerogenic benzo[a]pyren-7,8-diol-9,10-epoxide. Deutsch: ...
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This effect is likely due to the fact that CYP1A1 is highly active in the intestinal mucosa, and thus inhibits infiltration of ingested benzo[a]pyrene carcinogen into the systemic circulation. [10] CYP1A1 metabolism of various foreign agents to carcinogens has been implicated in the formation of various types of human cancer. [11] [12]