Liver protein targets of hepatotoxic 4-bromophenol metabolites (Q41953455)

14 October 2017

Liver protein targets of hepatotoxic 4-bromophenol metabolites (English)

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14 October 2017

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ChEBI release 2020-05-28

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Yakov M Koen

1

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14 October 2017

Heather Hajovsky

2

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14 October 2017

Ke Liu

3

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14 October 2017

Todd D Williams

4

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14 October 2017

Nadezhda A Galeva

5

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14 October 2017

Jeffrey L Staudinger

6

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14 October 2017

Robert P Hanzlik

7

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14 October 2017

3 August 2012

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Chemical Research in Toxicology

14 October 2017

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14 October 2017

25

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14 October 2017

1777-1786

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14 October 2017

8

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Filling and mining the reactive metabolite target protein database

14 October 2017

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https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3431021

Protein targets of reactive metabolites of thiobenzamide in rat liver in vivo

5 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3431021

Mechanistic basis for inflammation and tumor promotion in lungs of 2,6-di-tert-butyl-4-methylphenol-treated mice: electrophilic metabolites alkylate and inactivate antioxidant enzymes

5 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3431021

A proteomic analysis of bromobenzene reactive metabolite targets in rat liver cytosol in vivo

5 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3431021

Empirical statistical model to estimate the accuracy of peptide identifications made by MS/MS and database search

5 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3431021

Identification of seven proteins in the endoplasmic reticulum as targets for reactive metabolites of bromobenzene

5 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3431021

Identification of the hepatic protein targets of reactive metabolites of acetaminophen in vivo in mice using two-dimensional gel electrophoresis and mass spectrometry

5 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3431021

Stereoselective formation of bromobenzene glutathione conjugates

5 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3431021

Formation of nontoxic reactive metabolites of p-bromophenol. Identification of a new glutathione conjugate

5 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3431021

Bromobenzene-induced liver necrosis. Protective role of glutathione and evidence for 3,4-bromobenzene oxide as the hepatotoxic metabolite.

5 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3431021

Mechanism of renal necrosis induced by bromobenzene or chlorobenzene.

5 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3431021

Centrolobular hepatic necrosis related to covalent binding of metabolites of halogenated aromatic hydrocarbons

5 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3431021

Possible mechanism of liver necrosis caused by aromatic organic compounds

5 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3431021

The metabolism of N,N-dimethylaniline by isolated rat hepatocytes: identification of a novel N-conjugate

5 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3431021

Glutathione depletion and cytotoxicity by naphthalene 1,2-oxide in isolated hepatocytes.

5 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3431021

Isolation of S-(bromophenyl)cysteine isomers from liver proteins of bromobenzene-treated rats

5 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3431021

Premercapturic acid metabolites of bromobenzene derived via its 2,3- and 3,4-oxide metabolites

5 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3431021

Metabolic activation and hepatotoxicity. Toxicity of bromobenzene in hepatocytes isolated from phenobarbital-and diethylmaleate-treated rats

5 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3431021

Involvement of phenolic metabolites in the irreversible protein-binding of aromatic hydrocarbons: reactive metabolites of [14C]naphthalene and [14C]1-naphthol formed by rat liver microsomes

5 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3431021

Regulation of glucuronidation and sulfate conjugation in isolated hepatocytes

5 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3431021

Metabolic activation and hepatotoxicity. Metabolism of bromobenzene in isolated hypatocytes

5 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3431021

Rapid detection and characterization of in vitro and urinary N-acetyl-L-cysteine conjugates using quadrupole-linear ion trap mass spectrometry and polarity switching.

5 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3431021

Negative ion tandem mass spectrometry for the detection of glutathione conjugates

18 August 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3431021

Microsomal hydroxylation of specifically deuterated monosubstituted benzenes. Evidence for direct aromatic hydroxylation.

18 August 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3431021

Kinetic properties of UDP-glucuronosyltransferase(S) in different membranes of rat liver cells

18 August 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3431021

Identification of three protein targets for reactive metabolites of bromobenzene in rat liver cytosol

2 December 2018

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12 December 2020

The Metabolism of Arylthioureas--II. The Metabolism of 14C- and 35S-Labelled 1-Phenyl-2-Thiourea and its Derivatives

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12 December 2020

Molecular cytotoxic mechanisms of catecholic polychlorinated biphenyl metabolites in isolated rat hepatocytes

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12 December 2020

Identification of epoxide- and quinone-derived bromobenzene adducts to protein sulfur nucleophiles

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12 December 2020

Acetaminophen structure-toxicity studies: in vivo covalent binding of a nonhepatotoxic analog, 3-hydroxyacetanilide

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12 December 2020

Identification of the ortho-benzoquinone intermediate of 5-O-caffeoylquinic acid in vitro and in vivo: comparison of bioactivation under normal and pathological situations

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12 December 2020

Microsomal metabolism and covalent binding of [3H/14C]-bromobenzene. Evidence for quinones as reactive metabolites

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12 December 2020

Efflux of naphthalene oxide and reactive naphthalene metabolites from isolated hepatocytes

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12 December 2020

The role of 4-bromophenol and 4-bromocatechol in bromobenzene covalent binding and toxicity in isolated rat hepatocytes

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12 December 2020

Role of detoxifying enzymes in bromobenzene-induced liver necrosis

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12 December 2020

Bromobenzene Metabolism and Hepatic Necrosis

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12 December 2020

A rapid and sensitive method for determination of covalent binding of benzo[a]pyrene to proteins

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12 December 2020

Comparative influences of different PB-type and 3-MC-type polychlorinated biphenyl-induced phenotypes on cytocidal hepatotoxicity of bromobenzene and acetaminophen

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12 December 2020

Relative hepatotoxicity of ortho and meta mono substituted thiobenzamides in the rat

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12 December 2020

Involvement of phenolic metabolites in the irreversible protein-binding of 14C-bromobenzene catalysed by rat liver microsomes

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12 December 2020

Bromobenzene and p-bromophenol toxicity and covalent binding in vivo

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12 December 2020

Biotransformation of bromobenzene to reactive metabolites by isolated hepatocytes

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12 December 2020

Multi-step metabolic activation of benzene in rat liver microsomes

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12 December 2020

Relative hepatotoxicity of substituted thiobenzamides and thiobenzamide-S-oxides in the rat

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12 December 2020

Bromobenzene 3,4-oxide alkylates histidine and lysine side chains of rat liver proteins in vivo

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12 December 2020

A comparative study of mouse liver proteins arylated by reactive metabolites of acetaminophen and its nonhepatotoxic regioisomer, 3'-hydroxyacetanilide

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12 December 2020

Correlation of metabolism, covalent binding and toxicity for a series of bromobenzene derivatives using rat liver slices in vitro

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12 December 2020

Identification of covalent adducts to protein sulfur nucleophiles by alkaline permethylation

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12 December 2020

Identifiers

DOI

10.1021/TX3002675

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14 October 2017

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14 October 2017

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