(Q28712007)

English

The Role of Human Aldo-Keto Reductases in the Metabolic Activation and Detoxication of Polycyclic Aromatic Hydrocarbons: Interconversion of PAH Catechols and PAH o-Quinones

scientific article (publication date: 2012)

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scholarly article

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Europe PubMed Central

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18 February 2020

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Europe PubMed Central

The Role of Human Aldo-Keto Reductases in the Metabolic Activation and Detoxication of Polycyclic Aromatic Hydrocarbons: Interconversion of PAH Catechols and PAH o-Quinones (English)

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18 February 2020

polycyclic aromatic hydrocarbons

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based on heuristic

inferred from title

Trevor M Penning

4

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18 February 2020

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Li Zhang

1

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18 February 2020

Yi Jin

2

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18 February 2020

Meng Huang

3

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18 February 2020

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16 November 2012

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18 February 2020

Frontiers in Pharmacology

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18 February 2020

3

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18 February 2020

193

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18 February 2020

Detoxication of benzo[a]pyrene-7,8-dione by sulfotransferases (SULTs) in human lung cells

1 reference

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17 March 2017

Metabolism and distribution of benzo[a]pyrene-7,8-dione (B[a]P-7,8-dione) in human lung cells by liquid chromatography tandem mass spectrometry: detection of an adenine B[a]P-7,8-dione adduct

1 reference

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17 March 2017

Detoxication of structurally diverse polycyclic aromatic hydrocarbon (PAH) o-quinones by human recombinant catechol-O-methyltransferase (COMT) via O-methylation of PAH catechols

1 reference

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Evidence for the aldo-keto reductase pathway of polycyclic aromatic trans-dihydrodiol activation in human lung A549 cells

1 reference

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Fjord-region benzo[g]chrysene-11,12-dihydrodiol and benzo[c]phenanthrene-3,4-dihydrodiol as substrates for rat liver dihydrodiol dehydrogenase (AKR1C9): structural basis for stereochemical preference

1 reference

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Diesel exhaust influences carcinogenic PAH-induced genotoxicity and gene expression in human breast epithelial cells in culture

1 reference

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Regulation of progesterone levels during pregnancy and parturition by signal transducer and activator of transcription 5 and 20alpha-hydroxysteroid dehydrogenase

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Structure and function of sulfotransferases

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Sulfation pharmacogenetics: SULT1A1 and SULT1A2 allele frequencies in Caucasian, Chinese and African-American subjects

1 reference

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17 March 2017

Human 3alpha-hydroxysteroid dehydrogenase isoforms (AKR1C1-AKR1C4) of the aldo-keto reductase superfamily: functional plasticity and tissue distribution reveals roles in the inactivation and formation of male and female sex hormones

1 reference

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17 March 2017

Human UDP-glucuronosyltransferases: metabolism, expression, and disease

1 reference

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17 March 2017

Molecular origin of cancer: catechol estrogen-3,4-quinones as endogenous tumor initiators

1 reference

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17 March 2017

Relationship of human liver dihydrodiol dehydrogenases to hepatic bile-acid-binding protein and an oxidoreductase of human colon cells

1 reference

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17 March 2017

Purification and properties of an NADPH-dependent carbonyl reductase from human brain. Relationship to prostaglandin 9-ketoreductase and xenobiotic ketone reductase

1 reference

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17 March 2017

Human dioxin-inducible cytosolic NAD(P)H:menadione oxidoreductase. cDNA sequence and localization of gene to chromosome 16

1 reference

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17 March 2017

Identification of stable benzo[a]pyrene-7,8-dione-DNA adducts in human lung cells

1 reference

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3 June 2018

Epidermal growth factor induces tumour marker AKR1B10 expression through activator protein-1 signalling in hepatocellular carcinoma cells

1 reference

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3 June 2018

Specificity of human aldo-keto reductases, NAD(P)H:quinone oxidoreductase, and carbonyl reductases to redox-cycle polycyclic aromatic hydrocarbon diones and 4-hydroxyequilenin-o-quinone

1 reference

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Characterization of dibenzo[a,l]pyrene-trans-11,12-diol (dibenzo[def,p]chrysene) glucuronidation by UDP-glucuronosyltransferases.

1 reference

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3 June 2018

Analysis of endogenous glutathione-adducts and their metabolites

1 reference

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3 June 2018

Lack of functional and expression homology between human and mouse aldo-keto reductase 1C enzymes: implications for modelling human cancers

1 reference

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Reductive metabolism of AGE precursors: a metabolic route for preventing AGE accumulation in cardiovascular tissue

1 reference

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3 June 2018

Analysis of 7,8-dihydro-8-oxo-2'-deoxyguanosine in cellular DNA during oxidative stress

1 reference

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3 June 2018

Steroid hormone transforming aldo-keto reductases and cancer

1 reference

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3 June 2018

Tobacco and estrogen metabolic polymorphisms and risk of non-small cell lung cancer in women

1 reference

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Impact of smoking cessation on global gene expression in the bronchial epithelium of chronic smokers

1 reference

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3 June 2018

Effects of tobacco smoke on gene expression and cellular pathways in a cellular model of oral leukoplakia.

1 reference

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3 June 2018

Aldose reductase deficiency in mice prevents azoxymethane-induced colonic preneoplastic aberrant crypt foci formation

1 reference

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3 June 2018

Oxidation of PAH trans-dihydrodiols by human aldo-keto reductase AKR1B10.

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3 June 2018

Effects of methylated chrysenes on AhR-dependent and -independent toxic events in rat liver epithelial cells.

1 reference

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3 June 2018

Comparisons of (+/-)-benzo[a]pyrene-trans-7,8-dihydrodiol activation by human cytochrome P450 and aldo-keto reductase enzymes: effect of redox state and expression levels.

1 reference

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3 June 2018

On the sulfation and methylation of catecholestrogens in human mammary epithelial cells and breast cancer cells

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3 June 2018

Potential mechanisms of estrogen quinone carcinogenesis

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3 June 2018

Metabolic enzyme induction by HepG2 cells exposed to oxygenated and nonoxygenated polycyclic aromatic hydrocarbons

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3 June 2018

Endogenous glutathione adducts

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3 June 2018

Comparison of p53 mutations induced by PAH o-quinones with those caused by anti-benzo[a]pyrene diol epoxide in vitro: role of reactive oxygen and biological selection

1 reference

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3 June 2018

Aldo-keto reductases and bioactivation/detoxication.

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3 June 2018

Benzo[a]pyrene-7,8-quinone-3'-mononucleotide adduct standards for 32P postlabeling analyses: detection of benzo[a]pyrene-7,8-quinone-calf thymus DNA adducts.

1 reference

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3 June 2018

Polycyclic aromatic hydrocarbon (PAH) o-quinones produced by the aldo-keto-reductases (AKRs) generate abasic sites, oxidized pyrimidines, and 8-oxo-dGuo via reactive oxygen species

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3 June 2018

Competing roles of aldo-keto reductase 1A1 and cytochrome P4501B1 in benzo[a]pyrene-7,8-diol activation in human bronchoalveolar H358 cells: role of AKRs in P4501B1 induction

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3 June 2018

Metabolic activation of polycyclic and heterocyclic aromatic hydrocarbons and DNA damage: a review

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3 June 2018

Human SULT1A3 pharmacogenetics: gene duplication and functional genomic studies

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3 June 2018

Aldo-keto reductases and formation of polycyclic aromatic hydrocarbon o-quinones.

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3 June 2018

Pharmacogenetics of soluble sulfotransferases (SULTs)

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3 June 2018

Enzymatic O-methylation of epinephrine and other catechols.

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3 June 2018

Mutations in SRD5B1 (AKR1D1), the gene encoding delta(4)-3-oxosteroid 5beta-reductase, in hepatitis and liver failure in infancy.

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3 June 2018

Recent studies of aldose reductase enzyme inhibition for diabetic complications

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3 June 2018

Pharmacogenomics of human UDP-glucuronosyltransferase enzymes

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3 June 2018

Activation of polycyclic aromatic hydrocarbon trans-dihydrodiol proximate carcinogens by human aldo-keto reductase (AKR1C) enzymes and their functional overexpression in human lung carcinoma (A549) cells

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3 June 2018

Tobacco carcinogen-detoxifying enzyme UGT1A7 and its association with orolaryngeal cancer risk

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3 June 2018

Role of quinones in toxicology.

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3 June 2018

Catechol-O-methyltransferase (COMT): biochemistry, molecular biology, pharmacology, and clinical efficacy of the new selective COMT inhibitors

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3 June 2018

Synthesis and characterization of polycyclic aromatic hydrocarbon o-quinone depurinating N7-guanine adducts.

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3 June 2018

Isoform-specific induction of a human aldo-keto reductase by polycyclic aromatic hydrocarbons (PAHs), electrophiles, and oxidative stress: implications for the alternative pathway of PAH activation catalyzed by human dihydrodiol dehydrogenase.

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3 June 2018

Biology and function of the reversible sulfation pathway catalysed by human sulfotransferases and sulfatases

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3 June 2018

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3 June 2018

P450 enzymes of estrogen metabolism

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3 June 2018

Production of rat soluble and membrane-bound catechol O-methyltransferase forms from bifunctional mRNAs

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3 June 2018

Demonstration that polyol accumulation is responsible for diabetic cataract by the use of transgenic mice expressing the aldose reductase gene in the lens

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3 June 2018

Central role of radical cations in metabolic activation of polycyclic aromatic hydrocarbons

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3 June 2018

Benzo[alpha]pyrene metabolism, activation and carcinogenesis: role and regulation of mixed-function oxidases and related enzymes

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

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3 June 2018

Methylation reactions in the formation and metabolism of catecholamines and other biogenic amines

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3 June 2018

Soluble and particulate forms of rat catechol-O-methyltransferase distinguished by gel electrophoresis and immune fixation.

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3 June 2018

Cytochrome P-450-mediated redox cycling of estrogens

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Formation of 8-hydroxyguanine moiety in cellular DNA by agents producing oxygen radicals and evidence for its repair.

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3 June 2018

Regio- and stereospecificity of homogeneous 3 alpha-hydroxysteroid-dihydrodiol dehydrogenase for trans-dihydrodiol metabolites of polycyclic aromatic hydrocarbons

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3 June 2018

Spectroscopic identification of ortho-quinones as the products of polycyclic aromatic trans-dihydrodiol oxidation catalyzed by dihydrodiol dehydrogenase. A potential route of proximate carcinogen metabolism.

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3 June 2018

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3 June 2018

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3 June 2018

Cell-free synthesis of rat and human catechol O-methyltransferase. Insertion of the membrane-bound form into microsomal membranes in vitro

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8-Hydroxyguanine, an abundant form of oxidative DNA damage, causes G-T and A-C substitutions

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3 June 2018

Chromosomal mapping of the human catechol-O-methyltransferase gene to 22q11.1----q11.2

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Polycyclic aromatic hydrocarbon (PAH) ortho-quinone conjugate chemistry: kinetics of thiol addition to PAH ortho-quinones and structures of thioether adducts of naphthalene-1,2-dione

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A comprehensive analysis of phase I and phase II metabolism gene polymorphisms and risk of non-small cell lung cancer in smokers

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https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3499756

27 November 2018

Overexpression of the aldo-keto reductase family protein AKR1B10 is highly correlated with smokers' non-small cell lung carcinomas.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3499756

27 November 2018

Conjugation of catechols by recombinant human sulfotransferases, UDP-glucuronosyltransferases, and soluble catechol O-methyltransferase: structure-conjugation relationships and predictive models.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3499756

27 November 2018

Reactive oxygen species generated by PAH o-quinones cause change-in-function mutations in p53.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3499756

27 November 2018

Catecholestrogen sulfation: possible role in carcinogenesis

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3499756

27 November 2018

Sulfotransferase (SULT) 1A1 polymorphism as a predisposition factor for lung cancer: a case-control analysis.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3499756

27 November 2018

Catechol-O-methyltransferase (COMT)-mediated metabolism of catechol estrogens: comparison of wild-type and variant COMT isoforms.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3499756

27 November 2018

The ubiquitous aldehyde reductase (AKR1A1) oxidizes proximate carcinogen trans-dihydrodiols to o-quinones: potential role in polycyclic aromatic hydrocarbon activation

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3499756

27 November 2018

Human phenol sulfotransferases SULT1A2 and SULT1A1: genetic polymorphisms, allozyme properties, and human liver genotype-phenotype correlations

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3499756

27 November 2018

Dihydrodiol dehydrogenases and polycyclic aromatic hydrocarbon activation: generation of reactive and redox active o-quinones.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3499756

27 November 2018

A new nomenclature for the aldo-keto reductase superfamily.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3499756

27 November 2018

Reactivity of benzo[a]pyrene-7,8-dione with DNA. Evidence for the formation of deoxyguanosine adducts.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3499756

27 November 2018

Genomic organization of the human catechol O-methyltransferase gene and its expression from two distinct promoters

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3499756

27 November 2018

Polycyclic aromatic hydrocarbon quinone-mediated oxidation reduction cycling catalyzed by a human placental NADPH-linked carbonyl reductase

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3499756

27 November 2018

Characterization of mercapturic acid and glutathionyl conjugates of benzo[a]pyrene-7,8-dione by two-dimensional NMR.

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3499756

27 November 2018

Nature of cytochromes P450 involved in the 2-/4-hydroxylations of estradiol in human liver microsomes

1 reference

https://pubmed.ncbi.nlm.nih.gov/23162467

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Genetic polymorphism of catechol-O-methyltransferase (COMT): correlation of genotype with individual variation of S-COMT activity and comparison of the allele frequencies in the normal population and Parkinsonian patients in Finland

1 reference

https://pubmed.ncbi.nlm.nih.gov/23162467

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Characterization of membrane-bound and soluble catechol-O-methyltransferase from human frontal cortex

1 reference

https://pubmed.ncbi.nlm.nih.gov/23162467

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Estrogen metabolism in rat liver microsomal and isolated hepatocyte preparations--I. Metabolite formation and irreversible binding to cellular macromolecules

1 reference

https://pubmed.ncbi.nlm.nih.gov/23162467

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Examination of diols and diol epoxides of polycyclic aromatic hydrocarbons as substrates for rat liver dihydrodiol dehydrogenase

1 reference

https://pubmed.ncbi.nlm.nih.gov/23162467

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Polycyclic aromatic hydrocarbon quinones may be either substrates for or irreversible inhibitors of the human placental NAD-linked 15-hydroxyprostaglandin dehydrogenase

1 reference

https://pubmed.ncbi.nlm.nih.gov/23162467

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Genomics of smoking exposure and cessation: lessons for cancer prevention and treatment

1 reference

https://pubmed.ncbi.nlm.nih.gov/23162467

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Interactions between estrogens and catechol amines. 3. Studies on the methylation of catechol estrogens, catechol amines and other catechols by the ctechol-O-methyltransferases of human liver

1 reference

https://pubmed.ncbi.nlm.nih.gov/23162467

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Molecular characteristics of catechol estrogen quinones in reactions with deoxyribonucleosides

1 reference

https://pubmed.ncbi.nlm.nih.gov/23162467

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Expression and characterization of four recombinant human dihydrodiol dehydrogenase isoforms: oxidation of trans-7, 8-dihydroxy-7,8-dihydrobenzo[a]pyrene to the activated o-quinone metabolite benzo[a]pyrene-7,8-dione

1 reference

https://pubmed.ncbi.nlm.nih.gov/23162467

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Polycyclic aromatic hydrocarbon profile analysis of high-protein foods, oils, and fats by gas chromatography

1 reference

https://pubmed.ncbi.nlm.nih.gov/23162467

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Antiestrogen action of 2-hydroxyestrone on MCF-7 human breast cancer cells

1 reference

https://pubmed.ncbi.nlm.nih.gov/23162467

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Role of human hepatic cytochrome P450 1A2 and 3A4 in the metabolic activation of estrone

1 reference

https://pubmed.ncbi.nlm.nih.gov/23162467

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Identifiers

10.3389/FPHAR.2012.00193

1 reference

Europe PubMed Central

PMC publication ID

https://www.ebi.ac.uk/europepmc/webservices/rest/search?query=EXT_ID:23162467%20AND%20SRC:MED&resulttype=core&format=json

18 February 2020

PMC publication ID

1 reference

Europe PubMed Central

PMC publication ID

https://www.ebi.ac.uk/europepmc/webservices/rest/search?query=EXT_ID:23162467%20AND%20SRC:MED&resulttype=core&format=json

18 February 2020

PubMed publication ID

1 reference

Europe PubMed Central

PMC publication ID

https://www.ebi.ac.uk/europepmc/webservices/rest/search?query=EXT_ID:23162467%20AND%20SRC:MED&resulttype=core&format=json

18 February 2020

ResearchGate publication ID

0 references

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