Benzopyrene: Difference between revisions
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Benzopyrene is a component of [[Pitch (resin)|pitch]]. Related pentacyclic [[Aromaticity|aromatic]] species include [[picene]], benzo[[fluoranthene]]s, and [[perylene]].<ref>W. D. Betts "Tar and Pitch" in Kirk‑Othmer Encyclopedia of Chemical Technology, 1997, John Wiley & Sons, New York. {{DOI| 10.1002/0471238961.20011802052020.a01}}</ref> Benzopyrenes are problematic because they [[intercalation (chemistry)|intercalate]] into DNA, interfering with [[Transcription (genetics)|transcription]]. They are considered [[pollutants]] and [[carcinogen]]s. |
Benzopyrene is a component of [[Pitch (resin)|pitch]]. Related pentacyclic [[Aromaticity|aromatic]] species include [[picene]], benzo[[fluoranthene]]s, and [[perylene]].<ref>W. D. Betts "Tar and Pitch" in Kirk‑Othmer Encyclopedia of Chemical Technology, 1997, John Wiley & Sons, New York. {{DOI| 10.1002/0471238961.20011802052020.a01}}</ref> Benzopyrenes are problematic because they [[intercalation (chemistry)|intercalate]] into DNA, interfering with [[Transcription (genetics)|transcription]]. They are considered [[pollutants]] and [[carcinogen]]s. |
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They can be found in [[coal tar]] (after a [[forest fire]]), after eruption of [[volcano]]es, in [[cigarette smoke]], wood smoke, and in burnt foods such as [[coffee]]. |
They can be found in [[coal tar]] (after a [[forest fire]]), after eruption of [[volcano]]es, in [[cigarette smoke]], marijuana smoke, wood smoke, and in burnt foods such as [[coffee]]. |
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Evidence exists to link benzo[''a'']pyrene to the formation of [[lung cancer]].<ref>Denissenko, Pao, A, Tang, M, et al 1996 "Preferential formation of benzo[a]pyrene adducts at lung cancer mutational hotspots in P53." Science 274(430-432) http://www.sciencemag.org/cgi/content/abstract/274/5286/430?ijkey=7dd94e096ea549bac90bce0ec51acb6422cbb1a4&keytype2=tf_ipsecsha )</ref> |
Evidence exists to link benzo[''a'']pyrene to the formation of [[lung cancer]].<ref>Denissenko, Pao, A, Tang, M, et al 1996 "Preferential formation of benzo[a]pyrene adducts at lung cancer mutational hotspots in P53." Science 274(430-432) http://www.sciencemag.org/cgi/content/abstract/274/5286/430?ijkey=7dd94e096ea549bac90bce0ec51acb6422cbb1a4&keytype2=tf_ipsecsha )</ref> |
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Revision as of 02:51, 6 December 2011
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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pyrene.png)
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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A benzopyrene is an organic compound with the formula C20H12. Structurally, these colourless pentacyclic hydrocarbons are related to pyrene by fusion of a phenylene group. Two isomeric species are benzo[a]pyrene and the less common benzo[e]pyrene. Related compounds include cyclopentapyrenes, dibenzopyrenes, indenopyrenes and naphthopyrenes.
Benzopyrene is a component of pitch. Related pentacyclic aromatic species include picene, benzofluoranthenes, and perylene.[1] Benzopyrenes are problematic because they intercalate into DNA, interfering with transcription. They are considered pollutants and carcinogens.
They can be found in coal tar (after a forest fire), after eruption of volcanoes, in cigarette smoke, marijuana smoke, wood smoke, and in burnt foods such as coffee.
Evidence exists to link benzo[a]pyrene to the formation of lung cancer.[2]
References
- ^ W. D. Betts "Tar and Pitch" in Kirk‑Othmer Encyclopedia of Chemical Technology, 1997, John Wiley & Sons, New York. doi:10.1002/0471238961.20011802052020.a01
- ^ Denissenko, Pao, A, Tang, M, et al 1996 "Preferential formation of benzo[a]pyrene adducts at lung cancer mutational hotspots in P53." Science 274(430-432) http://www.sciencemag.org/cgi/content/abstract/274/5286/430?ijkey=7dd94e096ea549bac90bce0ec51acb6422cbb1a4&keytype2=tf_ipsecsha )