Structure-Function Studies of Naphthalene, Phenanthrene, Biphenyl, and Their Derivatives in Interaction with and Oxidation by Cytochromes P450 2A13 and 2A6. (Q42238049)

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scientific article published on 3 May 2016

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English	Structure-Function Studies of Naphthalene, Phenanthrene, Biphenyl, and Their Derivatives in Interaction with and Oxidation by Cytochromes P450 2A13 and 2A6.	scientific article published on 3 May 2016

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scholarly article

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19 October 2017

Structure-Function Studies of Naphthalene, Phenanthrene, Biphenyl, and Their Derivatives in Interaction with and Oxidation by Cytochromes P450 2A13 and 2A6. (English)

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19 October 2017

Tsutomu Shimada

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Kensaku Kakimoto

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Hiroshi Yamazaki

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F. Peter Guengerich

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F Peter Guengerich

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Norie Murayama

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Donghak Kim

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Masayuki Komori

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Masayuki Komori

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Maryam Foroozesh

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Maryam K Foroozesh

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Young-Ran Lim

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Shigeo Takenaka

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publication date

3 May 2016

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Chemical Research in Toxicology

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1029-1040

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5 June 2020

Oxidation of pyrene, 1-hydroxypyrene, 1-nitropyrene and 1-acetylpyrene by human cytochrome P450 2A13

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5293596

26 October 2017

Oxidation of Acenaphthene and Acenaphthylene by Human Cytochrome P450 Enzymes

1 reference

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26 October 2017

Essential role of the cytochrome P450 enzyme CYP2A5 in olfactory mucosal toxicity of naphthalene

1 reference

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26 October 2017

Binding of diverse environmental chemicals with human cytochromes P450 2A13, 2A6, and 1B1 and enzyme inhibition

1 reference

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26 October 2017

Directed evolution reveals requisite sequence elements in the functional expression of P450 2F1 in Escherichia coli

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Nicotine and 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone Binding and Access Channel in Human Cytochrome P450 2A6 and 2A13 Enzymes

1 reference

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26 October 2017

Phenanthrene Metabolism in Smokers: Use of a Two-Step Diagnostic Plot Approach to Identify Subjects with Extensive Metabolic Activation

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Contributions of Human Enzymes in Carcinogen Metabolism

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26 October 2017

Structural comparison of cytochromes P450 2A6, 2A13, and 2E1 with pilocarpine

1 reference

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26 October 2017

Spectral Modification and Catalytic Inhibition of Human Cytochromes P450 1A1, 1A2, 1B1, 2A6, and 2A13 by Four Chemopreventive Organoselenium Compounds

1 reference

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26 October 2017

Generation and characterization of a Cyp2f2-null mouse and studies on the role of CYP2F2 in naphthalene-induced toxicity in the lung and nasal olfactory mucosa

1 reference

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26 October 2017

Cytochrome P450-mediated pulmonary metabolism of carcinogens: regulation and cross-talk in lung carcinogenesis

1 reference

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26 October 2017

Structure-function relationships of inhibition of human cytochromes P450 1A1, 1A2, 1B1, 2C9, and 3A4 by 33 flavonoid derivatives

1 reference

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26 October 2017

Reverse type I binding spectra of human cytochrome P450 1B1 induced by flavonoid, stilbene, pyrene, naphthalene, phenanthrene, and biphenyl derivatives that inhibit catalytic activity: a structure-function relationship study

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5293596

26 October 2017

Key residues controlling binding of diverse ligands to human cytochrome P450 2A enzymes.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5293596

26 October 2017

Key Residues Controlling Phenacetin Metabolism by Human Cytochrome P450 2A Enzymes

1 reference

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26 October 2017

Inhibition of CYP2B4 by 2-ethynylnaphthalene: evidence for the co-binding of substrate and inhibitor within the active site

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5293596

26 October 2017

Structure of the human lung cytochrome P450 2A13

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5293596

26 October 2017

Xenobiotic-metabolizing enzymes involved in activation and detoxification of carcinogenic polycyclic aromatic hydrocarbons

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5293596

26 October 2017

Structures of human microsomal cytochrome P450 2A6 complexed with coumarin and methoxsalen

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5293596

26 October 2017

Cytochrome P450 2A-catalyzed metabolic activation of structurally similar carcinogenic nitrosamines: N'-nitrosonornicotine enantiomers, N-nitrosopiperidine, and N-nitrosopyrrolidine

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5293596

26 October 2017

Role of aryl hydrocarbon receptor-mediated induction of the CYP1 enzymes in environmental toxicity and cancer

1 reference

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26 October 2017

Metabolic activation of polycyclic aromatic hydrocarbons to carcinogens by cytochromes P450 1A1 and 1B1.

1 reference

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26 October 2017

Metabolism of polycyclic compounds. 20. The metabolism of phenanthrene in rabbits and rats: mercapturic acids and related compounds

1 reference

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26 October 2017

Human cytochrome P450 CYP2A13: predominant expression in the respiratory tract and its high efficiency metabolic activation of a tobacco-specific carcinogen, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5293596

26 October 2017

Regio- and stereo-selective metabolism of phenanthrene by twelve cDNA-expressed human, rodent, and rabbit cytochromes P-450.

1 reference

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26 October 2017

Induction of microsomal enzymes by foreign chemicals and carcinogenesis by polycyclic aromatic hydrocarbons: G. H. A. Clowes Memorial Lecture.

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26 October 2017

A fluorimetric study of the hydroxylation of biphenyl in vitro by liver preparations of various species

1 reference

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26 October 2017

Inherent specificities of purified cytochromes P-450 and P-448 toward biphenyl hydroxylation and ethoxyresorufin deethylation

1 reference

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26 October 2017

Kinetics of naphthalene metabolism in target and non-target tissues of rodents and in nasal and airway microsomes from the Rhesus monkey

1 reference

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29 May 2018

Metabolic effects of CYP2A6 and CYP2A13 on 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK)-induced gene mutation--a mammalian cell-based mutagenesis approach

1 reference

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29 May 2018

Metabolism of polycyclic compounds. 21. The metabolism of phenanthrene in rabbits and rats: dihydrodihydroxy compounds and related glucosiduronic acids

1 reference

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29 May 2018

Inactivation of cytochrome P450s 2B1, 2B4, 2B6, and 2B11 by arylalkynes

1 reference

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29 May 2018

Mutagenicity of the dihydrodiols and bay-region diol-epoxides of benzo(c)phenanthrene in bacterial and mammalian cells

1 reference

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29 May 2018

Microsomal biphenyl hydroxylation: the formation of 3- hydroxybiphenyl and biphenyl catechol

1 reference

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29 May 2018

Metabolic activation of phenanthrene by human and mouse cytochromes P450 and pharmacokinetics in CYP1A2 knockout mice

1 reference

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17 August 2018

Human cytochrome P450 2A13 efficiently metabolizes chemicals in air pollutants: naphthalene, styrene, and toluene.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5293596

17 August 2018

CYP2A13 in human respiratory tissues and lung cancers: an immunohistochemical study with a new peptide-specific antibody.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5293596

17 August 2018

In vitro metabolism of naphthalene by human liver microsomal cytochrome P450 enzymes

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5293596

17 August 2018

Metabolic activation of the tobacco carcinogen 4-(methylnitrosamino)-(3-pyridyl)-1-butanone by cytochrome P450 2A13 in human fetal nasal microsomes

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=5293596

17 August 2018

Urinary hydroxy-metabolites of naphthalene, phenanthrene and pyrene as markers of exposure to diesel exhaust

1 reference

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17 August 2018

Roles of NADPH-P450 reductase and apo- and holo-cytochrome b5 on xenobiotic oxidations catalyzed by 12 recombinant human cytochrome P450s expressed in membranes of Escherichia coli

1 reference

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17 August 2018

Metabolic activation of benzo[c]phenanthrene by cytochrome P450 enzymes in human liver and lung

1 reference

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17 August 2018

Enhancement of cytochrome P-450 3A4 catalytic activities by cytochrome b(5) in bacterial membranes

1 reference

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17 August 2018

Relationship of cytochrome P450 activity to Clara cell cytotoxicity. IV. Metabolism of naphthalene and naphthalene oxide in microdissected airways from mice, rats, and hamsters.

1 reference

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17 August 2018

Coupled-column high-performance liquid chromatographic method for the determination of four metabolites of polycyclic aromatic hydrocarbons, 1-, 4- and 9-hydroxyphenanthrene and 1-hydroxypyrene, in urine

1 reference

https://pubmed.ncbi.nlm.nih.gov/27137136

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Studies on the hepatic microsomal metabolism of (14C) phenanthrene

1 reference

https://pubmed.ncbi.nlm.nih.gov/27137136

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Differential Distribution of CYP2A6 and CYP2A13 in the Human Respiratory Tract

1 reference

https://pubmed.ncbi.nlm.nih.gov/27137136

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Aryl acetylenes as mechanism-based inhibitors of cytochrome P450-dependent monooxygenase enzymes

1 reference

https://pubmed.ncbi.nlm.nih.gov/27137136

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Biphenyl metabolism by rat liver microsomes: regioselective effects of inducers, inhibitors, and solvents

1 reference

https://pubmed.ncbi.nlm.nih.gov/27137136

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

A role for threonine 302 in the mechanism-based inactivation of P450 2B4 by 2-ethynylnaphthalene

1 reference

https://pubmed.ncbi.nlm.nih.gov/27137136

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Recombinant human cytochrome P450 1B1 expression in Escherichia coli

1 reference

https://pubmed.ncbi.nlm.nih.gov/27137136

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Selectivity of Polycyclic Inhibitors for Human Cytochrome P450s 1A1, 1A2, and 1B1

1 reference

https://pubmed.ncbi.nlm.nih.gov/27137136

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Identifiers

10.1021/ACS.CHEMRESTOX.6B00083

1 reference

Europe PubMed Central

PMC publication ID

https://www.ebi.ac.uk/europepmc/webservices/rest/search?query=EXT_ID:27137136 AND SRC:MED&resulttype=core&format=json

5 June 2020

PMC publication ID

1 reference

Europe PubMed Central

PMC publication ID

https://www.ebi.ac.uk/europepmc/webservices/rest/search?query=EXT_ID:27137136 AND SRC:MED&resulttype=core&format=json

5 June 2020

PubMed publication ID

1 reference

Europe PubMed Central

PMC publication ID

https://www.ebi.ac.uk/europepmc/webservices/rest/search?query=EXT_ID:27137136 AND SRC:MED&resulttype=core&format=json

5 June 2020

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