Metabolism of phenanthrene, benz[a]anthracene, benzo[a]pyrene, chrysene and benzo[c]phenanthrene by eight cDNA-expressed human and rat cytochromes P450

Jürgen Jacob; Johannes Doehmer; Gernot Grimmer; Volker Soballa; Gottfried Raab; Albrecht Seidel; Helmut Greim

doi:10.1080/10406639608034673

Metabolism of phenanthrene, benz[a]anthracene, benzo[a]pyrene, chrysene and benzo[c]phenanthrene by eight cDNA-expressed human and rat cytochromes P450

Jürgen Jacob, Johannes Doehmer, Gernot Grimmer, Volker Soballa, Gottfried Raab, Albrecht Seidel, Helmut Greim

Research output: Contribution to journal › Article › peer-review

36 Scopus citations

Abstract

Phenanthrene, benz[a]anthracene, chrysene, benzo[c]phenanthrene, and benzo[a]pyrene have been studied for their regiospecific oxidation by five human (1A1, 1A2, 2A6, 2E1, 3A4) and three rat (1A1, 1A2, 2B1) CYP isoforms. All substrates are preferentially metabolized by CYP1A1 and CYP1A2 in human and rat. Other isoforms play a minor role if at all. Significant differences between human and rat CYP isoforms can be recognized with regard to the regiospecific oxidation of PAH. For instance, K-region oxidation is more pronounced in rat than in human CYP1A1 and CYP1A2. Hence, extrapolation from metabolism studies in rodents to human may be limited.

Original language	English
Pages (from-to)	1-9
Number of pages	9
Journal	Polycyclic Aromatic Compounds
Volume	10
Issue number	1-4
DOIs	https://doi.org/10.1080/10406639608034673
State	Published - 1996
Externally published	Yes

Keywords

Benzo[a]pyrene
Benzo[c]phenanthrene
Benz[a]anthracene
Chrysene
Cyp450 isoforms
Phenanthrene

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title = "Metabolism of phenanthrene, benz[a]anthracene, benzo[a]pyrene, chrysene and benzo[c]phenanthrene by eight cDNA-expressed human and rat cytochromes P450",

abstract = "Phenanthrene, benz[a]anthracene, chrysene, benzo[c]phenanthrene, and benzo[a]pyrene have been studied for their regiospecific oxidation by five human (1A1, 1A2, 2A6, 2E1, 3A4) and three rat (1A1, 1A2, 2B1) CYP isoforms. All substrates are preferentially metabolized by CYP1A1 and CYP1A2 in human and rat. Other isoforms play a minor role if at all. Significant differences between human and rat CYP isoforms can be recognized with regard to the regiospecific oxidation of PAH. For instance, K-region oxidation is more pronounced in rat than in human CYP1A1 and CYP1A2. Hence, extrapolation from metabolism studies in rodents to human may be limited.",

keywords = "Benzo[a]pyrene, Benzo[c]phenanthrene, Benz[a]anthracene, Chrysene, Cyp450 isoforms, Phenanthrene",

author = "J{\"u}rgen Jacob and Johannes Doehmer and Gernot Grimmer and Volker Soballa and Gottfried Raab and Albrecht Seidel and Helmut Greim",

year = "1996",

doi = "10.1080/10406639608034673",

language = "English",

volume = "10",

pages = "1--9",

journal = "Polycyclic Aromatic Compounds",

issn = "1040-6638",

publisher = "Taylor and Francis Ltd.",

number = "1-4",

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T1 - Metabolism of phenanthrene, benz[a]anthracene, benzo[a]pyrene, chrysene and benzo[c]phenanthrene by eight cDNA-expressed human and rat cytochromes P450

AU - Jacob, Jürgen

AU - Doehmer, Johannes

AU - Grimmer, Gernot

AU - Soballa, Volker

AU - Raab, Gottfried

AU - Seidel, Albrecht

AU - Greim, Helmut

PY - 1996

Y1 - 1996

N2 - Phenanthrene, benz[a]anthracene, chrysene, benzo[c]phenanthrene, and benzo[a]pyrene have been studied for their regiospecific oxidation by five human (1A1, 1A2, 2A6, 2E1, 3A4) and three rat (1A1, 1A2, 2B1) CYP isoforms. All substrates are preferentially metabolized by CYP1A1 and CYP1A2 in human and rat. Other isoforms play a minor role if at all. Significant differences between human and rat CYP isoforms can be recognized with regard to the regiospecific oxidation of PAH. For instance, K-region oxidation is more pronounced in rat than in human CYP1A1 and CYP1A2. Hence, extrapolation from metabolism studies in rodents to human may be limited.

AB - Phenanthrene, benz[a]anthracene, chrysene, benzo[c]phenanthrene, and benzo[a]pyrene have been studied for their regiospecific oxidation by five human (1A1, 1A2, 2A6, 2E1, 3A4) and three rat (1A1, 1A2, 2B1) CYP isoforms. All substrates are preferentially metabolized by CYP1A1 and CYP1A2 in human and rat. Other isoforms play a minor role if at all. Significant differences between human and rat CYP isoforms can be recognized with regard to the regiospecific oxidation of PAH. For instance, K-region oxidation is more pronounced in rat than in human CYP1A1 and CYP1A2. Hence, extrapolation from metabolism studies in rodents to human may be limited.

KW - Benzo[a]pyrene

KW - Benzo[c]phenanthrene

KW - Benz[a]anthracene

KW - Chrysene

KW - Cyp450 isoforms

KW - Phenanthrene

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U2 - 10.1080/10406639608034673

DO - 10.1080/10406639608034673

M3 - Article

AN - SCOPUS:3142529067

SN - 1040-6638

VL - 10

SP - 1

EP - 9

JO - Polycyclic Aromatic Compounds

JF - Polycyclic Aromatic Compounds

IS - 1-4

ER -

Metabolism of phenanthrene, benz[a]anthracene, benzo[a]pyrene, chrysene and benzo[c]phenanthrene by eight cDNA-expressed human and rat cytochromes P450

Abstract

Keywords

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