The generation, detection, and effects of reactive drug metabolites (Q38054629)

27 August 2017

title

The generation, detection, and effects of reactive drug metabolites (English)

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27 August 2017

Andrew V Stachulski

1

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27 August 2017

Thomas A Baillie

2

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27 August 2017

B Kevin Park

3

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27 August 2017

R Scott Obach

4

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27 August 2017

Deepak K Dalvie

5

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27 August 2017

Dominic P Williams

6

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27 August 2017

Abhishek Srivastava

7

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27 August 2017

Sophie L Regan

8

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27 August 2017

Daniel J Antoine

9

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27 August 2017

Christopher E P Goldring

10

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27 August 2017

Alvin J L Chia

11

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27 August 2017

Neil R Kitteringham

12

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27 August 2017

Laura E Randle

13

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27 August 2017

Hayley Callan

14

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27 August 2017

J Luis Castrejon

15

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27 August 2017

John Farrell

16

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27 August 2017

Dean J Naisbitt

17

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27 August 2017

Martin S Lennard

18

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27 August 2017

publication date

22 October 2012

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Medicinal Research Reviews

27 August 2017

published in

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27 August 2017

volume

33

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27 August 2017

issue

5

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27 August 2017

page(s)

985-1080

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Property-based design: optimization of drug absorption and pharmacokinetics

27 August 2017

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Trifluoromethylpyrimidine-based inhibitors of proline-rich tyrosine kinase 2 (PYK2): structure-activity relationships and strategies for the elimination of reactive metabolite formation

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The development of a higher throughput reactive intermediate screening assay incorporating micro-bore liquid chromatography-micro-electrospray ionization-tandem mass spectrometry and glutathione ethyl ester as an in vitro conjugating agent

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Negative ion tandem mass spectrometry for the detection of glutathione conjugates

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Stable-isotope trapping and high-throughput screenings of reactive metabolites using the isotope MS signature

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Application of stable isotope-labeled compounds in metabolism and in metabolism-mediated toxicity studies

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A high-throughput liquid chromatography/tandem mass spectrometry method for screening glutathione conjugates using exact mass neutral loss acquisition

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Screening and characterization of reactive metabolites using glutathione ethyl ester in combination with Q-trap mass spectrometry

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Enhanced screening of glutathione-trapped reactive metabolites by in-source collision-induced dissociation and extraction of product ion using UHPLC-high resolution mass spectrometry

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Rapid detection and characterization of reactive drug metabolites in vitro using several isotope-labeled trapping agents and ultra-performance liquid chromatography/time-of-flight mass spectrometry

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Peptide-based in vitro assay for the detection of reactive metabolites

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Cyanide trapping of iminium ion reactive intermediates followed by detection and structure identification using liquid chromatography-tandem mass spectrometry (LC-MS/MS).

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Dansyl glutathione as a trapping agent for the quantitative estimation and identification of reactive metabolites

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In vitro screening of 50 highly prescribed drugs for thiol adduct formation--comparison of potential for drug-induced toxicity and extent of adduct formation.

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Quantitative assessment of reactive metabolite formation using 35S-labeled glutathione

21 January 2018

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A quantitative high-throughput trapping assay as a measurement of potential for bioactivation

21 January 2018

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A trapping method for semi-quantitative assessment of reactive metabolite formation using [35S]cysteine and [14C]cyanide.

21 January 2018

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The discovery of taranabant, a selective cannabinoid-1 receptor inverse agonist for the treatment of obesity

21 January 2018

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Can in vitro metabolism-dependent covalent binding data in liver microsomes distinguish hepatotoxic from nonhepatotoxic drugs? An analysis of 18 drugs with consideration of intrinsic clearance and daily dose

21 January 2018

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Can in vitro metabolism-dependent covalent binding data distinguish hepatotoxic from nonhepatotoxic drugs? An analysis using human hepatocytes and liver S-9 fraction

21 January 2018

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A zone classification system for risk assessment of idiosyncratic drug toxicity using daily dose and covalent binding

21 January 2018

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Peroxidases: a role in the metabolism and side effects of drugs

21 January 2018

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Glutathione-dependent bioactivation of haloalkanes and haloalkenes

21 January 2018

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Metabolism, pharmacokinetics, and excretion of a highly selective N-methyl-D-aspartate receptor antagonist, traxoprodil, in human cytochrome P450 2D6 extensive and poor metabolizers

21 January 2018

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What is the objective of the mass balance study? A retrospective analysis of data in animal and human excretion studies employing radiolabeled drugs

21 January 2018

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Covalent binding and tissue distribution/retention assessment of drugs associated with idiosyncratic drug toxicity

21 January 2018

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Electrospray ionization mass spectrometric analysis of intact cytochrome P450: identification of tienilic acid adducts to P450 2C9.

21 January 2018

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Fluorine substitution can block CYP3A4 metabolism-dependent inhibition: identification of (S)-N-[1-(4-fluoro-3- morpholin-4-ylphenyl)ethyl]-3- (4-fluorophenyl)acrylamide as an orally bioavailable KCNQ2 opener devoid of CYP3A4 metabolism-dependent in

21 January 2018

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Mechanism-based inactivation of human cytochromes p450s: experimental characterization, reactive intermediates, and clinical implications

21 January 2018

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Time-dependent CYP inhibition

21 January 2018

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Specificity of in vitro covalent binding of tienilic acid metabolites to human liver microsomes in relationship to the type of hepatotoxicity: comparison with two directly hepatotoxic drugs.

21 January 2018

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Cytochrome P450 metabolic intermediate complexes from macrolide antibiotics and related compounds

21 January 2018

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Mechanism-based inactivation of human cytochrome P450 enzymes: strategies for diagnosis and drug-drug interaction risk assessment

21 January 2018

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A critical evaluation of the experimental design of studies of mechanism based enzyme inhibition, with implications for in vitro-in vivo extrapolation

21 January 2018

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Grapefruit-drug interactions: can interactions with drugs be avoided?

21 January 2018

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Drug interactions with grapefruit juice

21 January 2018

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Development of novel furanocoumarin dimers as potent and selective inhibitors of CYP3A4.

21 January 2018

1 reference

Drug interactions with lipid-lowering drugs: mechanisms and clinical relevance

21 January 2018

1 reference

Kinetics of suicide substrates. Practical procedures for determining parameters

21 January 2018

1 reference

The impact of experimental design on assessing mechanism-based inactivation of CYP2D6 by MDMA (Ecstasy).

21 January 2018

1 reference

Rapid determination of enzyme activities of recombinant human cytochromes P450, human liver microsomes and hepatocytes

21 January 2018

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Application of mechanism-based CYP inhibition for predicting drug-drug interactions

21 January 2018

1 reference

The role of metabolic activation in drug-induced hepatotoxicity

21 January 2018

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Myeloperoxidase as a generator of drug free radicals

21 January 2018

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The role of leukocyte-generated reactive metabolites in the pathogenesis of idiosyncratic drug reactions

21 January 2018

1 reference

Jaundice and hepatocellular damage associated with nevirapine therapy

21 January 2018

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Chronic hepatotoxicity after long-term antiretroviral treatment including nevirapine

21 January 2018

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Case series of acute hepatitis in a non-selected group of HIV-infected patients on nevirapine-containing antiretroviral treatment

21 January 2018

1 reference

Nevirapine hypersensitivity.

21 January 2018

1 reference

A study of the specificity of lymphocytes in nevirapine-induced skin rash

21 January 2018

1 reference

Demonstration of the metabolic pathway responsible for nevirapine-induced skin rash.

21 January 2018

1 reference

Study of the sequence of events involved in nevirapine-induced skin rash in Brown Norway rats.

21 January 2018

1 reference

Evidence of an immune-mediated mechanism for an idiosyncratic nevirapine-induced reaction in the female Brown Norway rat.

21 January 2018

1 reference

Characterization of a potential animal model of an idiosyncratic drug reaction: nevirapine-induced skin rash in the rat.

21 January 2018

1 reference

Quantifying the metabolic activation of nevirapine in patients by integrated applications of NMR and mass spectrometries

21 January 2018

1 reference

N-dealkylation of an N-cyclopropylamine by horseradish peroxidase. Fate of the cyclopropyl group

21 January 2018

1 reference

Enzymatic N-dealkylation of an N-cyclopropylamine: an unusual fate for the cyclopropyl group

21 January 2018

1 reference

Effect of HIV-1-related protein expression on cardiac and skeletal muscles from transgenic rats

21 January 2018

1 reference

New concepts in immunology relevant to idiosyncratic drug reactions: the "danger hypothesis" and innate immune system

21 January 2018

1 reference

Drug-induced autoimmunity

21 January 2018

1 reference

Lessons from drug allergy: against dogmata

21 January 2018

1 reference

Does therapeutic use of acetaminophen cause acute liver failure?

21 January 2018

1 reference

Aminotransferase elevations in healthy adults receiving 4 grams of acetaminophen daily: a randomized controlled trial

21 January 2018

1 reference

The spontaneous and enzymatic reaction of N-acetyl-p-benzoquinonimine with glutathione: A stopped-flow kinetic study

21 January 2018

1 reference

Protective role of Kupffer cells in acetaminophen-induced hepatic injury in mice

21 January 2018

1 reference

A pivotal involvement of IFN-gamma in the pathogenesis of acetaminophen-induced acute liver injury.

21 January 2018

1 reference

Innate immune system plays a critical role in determining the progression and severity of acetaminophen hepatotoxicity

21 January 2018

1 reference

Protection against acetaminophen-induced liver injury and lethality by interleukin 10: role of inducible nitric oxide synthase

21 January 2018

1 reference

Role of interleukin-6 in hepatic heat shock protein expression and protection against acetaminophen-induced liver disease

21 January 2018

1 reference

Pathogenic role of natural killer T and natural killer cells in acetaminophen-induced liver injury in mice is dependent on the presence of dimethyl sulfoxide

21 January 2018

1 reference

Release of chromatin protein HMGB1 by necrotic cells triggers inflammation

21 January 2018

1 reference

Acetaminophen dosing of humans results in blood transcriptome and metabolome changes consistent with impaired oxidative phosphorylation

21 January 2018

1 reference

Opposite roles of neutrophils and macrophages in the pathogenesis of acetaminophen-induced acute liver injury.

21 January 2018

1 reference

Oxidant stress, mitochondria, and cell death mechanisms in drug-induced liver injury: lessons learned from acetaminophen hepatotoxicity

21 January 2018

1 reference

Roles of glucuronidation and UDP-glucuronosyltransferases in xenobiotic bioactivation reactions

21 January 2018

1 reference

Xenobiotic acyl glucuronides and acyl CoA thioesters as protein-reactive metabolites with the potential to cause idiosyncratic drug reactions

21 January 2018

1 reference

Acyl glucuronides revisited: is the glucuronidation process a toxification as well as a detoxification mechanism?

21 January 2018

1 reference

Glucuronidation of carboxylic acid containing compounds by UDP-glucuronosyltransferase isoforms

21 January 2018

1 reference

Acyl glucuronides: biological activity, chemical reactivity, and chemical synthesis

21 January 2018

1 reference

Chemistry and Reactivity of Acyl Glucuronides

21 January 2018

1 reference

Acyl glucuronide drug metabolites: toxicological and analytical implications

21 January 2018

1 reference

NMR spectroscopic studies on the in vitro acyl glucuronide migration kinetics of Ibuprofen ((+/-)-(R,S)-2-(4-isobutylphenyl) propanoic acid), its metabolites, and analogues

21 January 2018

1 reference

Synthesis, transacylation kinetics and computational chemistry of a set of arylacetic acid 1beta-O-acyl glucuronides.

21 January 2018

1 reference

Structure-activity relationships for degradation reaction of 1-beta-o-acyl glucuronides: kinetic description and prediction of intrinsic electrophilic reactivity under physiological conditions.

21 January 2018

1 reference

Structure-activity relationships for the degradation reaction of 1-beta-O-acyl glucuronides. Part 2: Electronic and steric descriptors predicting the reactivity of 1-beta-O-acyl glucuronides derived from benzoic acids.

21 January 2018

1 reference

Nuclear magnetic resonance (NMR) and quantitative structure-activity relationship (QSAR) studies on the transacylation reactivity of model 1beta-O-acyl glucuronides. II: QSAR modelling of the reaction using both computational and experimental NMR pa

21 January 2018

1 reference

Structure-activity relationships for the degradation reaction of 1-beta-O-acyl glucuronides. Part 3: Electronic and steric descriptors predicting the reactivity of aralkyl carboxylic acid 1-beta-O-acyl glucuronides

21 January 2018

1 reference

Cyclization of the acyl glucuronide metabolite of a neutral endopeptidase inhibitor to an electrophilic glutarimide: synthesis, reactivity, and mechanistic analysis.

21 January 2018

1 reference

Integrated HPLC-MS and (1)H-NMR spectroscopic studies on acyl migration reaction kinetics of model drug ester glucuronides.

21 January 2018

1 reference

Optimization to eliminate the interference of migration isomers for measuring 1-O-beta-acyl glucuronide without extensive chromatographic separation

21 January 2018

1 reference

In situ transient spectroscopy for the study of glucuronidase activity within serum albumin.

21 January 2018

1 reference

Identification of protein targets for mycophenolic acid acyl glucuronide in rat liver and colon tissue

21 January 2018

1 reference

Effect of mycophenolate acyl-glucuronide on human recombinant type 2 inosine monophosphate dehydrogenase

21 January 2018

1 reference

A novel approach for predicting acyl glucuronide reactivity via Schiff base formation: development of rapidly formed peptide adducts for LC/MS/MS measurements

21 January 2018

1 reference

Covalent binding of 2-phenylpropionyl-S-acyl-CoA thioester to tissue proteins in vitro

21 January 2018

1 reference

Glucuronidation and covalent protein binding of benoxaprofen and flunoxaprofen in sandwich-cultured rat and human hepatocytes

21 January 2018

1 reference

Role of benoxaprofen and flunoxaprofen acyl glucuronides in covalent binding to rat plasma and liver proteins in vivo

21 January 2018

1 reference

Development of an in vitro screening model for the biosynthesis of acyl glucuronide metabolites and the assessment of their reactivity toward human serum albumin

21 January 2018

1 reference

Plasma Stability-Dependent Circulation of Acyl Glucuronide Metabolites in Humans: How Circulating Metabolite Profiles of Muraglitazar and Peliglitazar Can Lead to Misleading Risk Assessment

21 January 2018

1 reference

Investigation of the crossreactivity of mycophenolic acid glucuronide metabolites and of mycophenolate mofetil in the Cedia MPA assay

21 January 2018

1 reference

Hepatic clearance of reactive glucuronide metabolites of diclofenac in the mouse is dependent on multiple ATP-binding cassette efflux transporters

21 January 2018

1 reference

Acyl glucuronides: the good, the bad and the ugly.

21 January 2018

1 reference

Predictability of idiosyncratic drug toxicity risk for carboxylic acid-containing drugs based on the chemical stability of acyl glucuronide

21 January 2018

1 reference

21 January 2018

Adverse drug reactions

1 reference

Adverse drug reactions as cause of admission to hospital: prospective analysis of 18 820 patients

21 January 2018

1 reference

Acetaminophen-induced hepatotoxicity

21 January 2018

1 reference

Mechanisms of carbon tetrachloride toxicity

21 January 2018

1 reference

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

21 January 2018

1 reference

Oral medications with significant hepatic metabolism at higher risk for hepatic adverse events

21 January 2018

1 reference

Drug bioactivation, covalent binding to target proteins and toxicity relevance

21 January 2018

1 reference

Glutathione metabolism and its role in hepatotoxicity

21 January 2018

1 reference

The electrophile counterattack response: protection against neoplasia and toxicity.

21 January 2018

1 reference

Redox regulation of genes that protect against carcinogens

21 January 2018

1 reference

Integration and diversity of the regulatory network composed of Maf and CNC families of transcription factors

21 January 2018

1 reference

21 January 2018

Signaling to NF-kappaB

1 reference

AP-1 function and regulation

21 January 2018

1 reference

Induction of heat shock proteins for protection against oxidative stress

21 January 2018

1 reference

On the discovery of glutathione.

21 January 2018

1 reference

The regulation of hepatic glutathione

21 January 2018

1 reference

Glutathione and glutathione-dependent enzymes represent a co-ordinately regulated defence against oxidative stress.

21 January 2018

1 reference

Cytochromes P450, drugs, and diseases

21 January 2018

1 reference

Overview of enzymes of drug metabolism

21 January 2018

1 reference

The human drug metabolizing cytochromes P450.

21 January 2018

1 reference

Induction of phase I, II and III drug metabolism/transport by xenobiotics

21 January 2018

1 reference

Mammalian ABC transporters in health and disease

21 January 2018

1 reference

Xenobiotic, bile acid, and cholesterol transporters: function and regulation.

21 January 2018

1 reference

N-acetyl-p-benzoquinone imine: a cytochrome P-450-mediated oxidation product of acetaminophen

21 January 2018

1 reference

Paracetamol (acetaminophen)-induced toxicity: molecular and biochemical mechanisms, analogues and protective approaches

21 January 2018

1 reference

Species differences in hepatic glutathione depletion, covalent binding and hepatic necrosis after acetaminophen.

21 January 2018

1 reference

Acetaminophen-induced hepatic necrosis. V. Correlation of hepatic necrosis, covalent binding and glutathione depletion in hamsters.

21 January 2018

1 reference

The molecular toxicology of acetaminophen

21 January 2018

1 reference

The Nrf2-Keap1 defence pathway: role in protection against drug-induced toxicity

21 January 2018

1 reference

NRF2 and KEAP1 mutations: permanent activation of an adaptive response in cancer

21 January 2018

1 reference

The ubiquitous subunit of erythroid transcription factor NF-E2 is a small basic-leucine zipper protein related to the v-maf oncogene

21 January 2018

1 reference

Molecular cloning and functional characterization of a new Cap'n' collar family transcription factor Nrf3

21 January 2018

1 reference

hMAF, a small human transcription factor that heterodimerizes specifically with Nrf1 and Nrf2

21 January 2018

1 reference

Identification of a novel Nrf2-regulated antioxidant response element (ARE) in the mouse NAD(P)H:quinone oxidoreductase 1 gene: reassessment of the ARE consensus sequence

21 January 2018

1 reference

The Maf transcription factors: regulators of differentiation

21 January 2018

1 reference

Cloning of Nrf1, an NF-E2-related transcription factor, by genetic selection in yeast

21 January 2018

1 reference

Nrf1 is targeted to the endoplasmic reticulum membrane by an N-terminal transmembrane domain. Inhibition of nuclear translocation and transacting function

21 January 2018

1 reference

The Nrf3 transcription factor is a membrane-bound glycoprotein targeted to the endoplasmic reticulum through its N-terminal homology box 1 sequence

21 January 2018

1 reference

Negative regulation of the Nrf1 transcription factor by its N-terminal domain is independent of Keap1: Nrf1, but not Nrf2, is targeted to the endoplasmic reticulum

21 January 2018

1 reference

The NHB1 (N-terminal homology box 1) sequence in transcription factor Nrf1 is required to anchor it to the endoplasmic reticulum and also to enable its asparagine-glycosylation.

21 January 2018

1 reference

Nrf1 is critical for redox balance and survival of liver cells during development

21 January 2018

1 reference

Targeted disruption of the ubiquitous CNC-bZIP transcription factor, Nrf-1, results in anemia and embryonic lethality in mice

21 January 2018

1 reference

The CNC basic leucine zipper factor, Nrf1, is essential for cell survival in response to oxidative stress-inducing agents. Role for Nrf1 in gamma-gcs(l) and gss expression in mouse fibroblasts

21 January 2018

1 reference

Long isoforms of NRF1 contribute to arsenic-induced antioxidant response in human keratinocytes

21 January 2018

1 reference

Nrf1 and Nrf2 play distinct roles in activation of antioxidant response element-dependent genes

21 January 2018

1 reference

Nrf1 and Nrf2 positively and c-Fos and Fra1 negatively regulate the human antioxidant response element-mediated expression of NAD(P)H:quinone oxidoreductase1 gene

21 January 2018

1 reference

The p65 isoform of Nrf1 is a dominant negative inhibitor of ARE-mediated transcription

21 January 2018

1 reference

The Nrf1 CNC/bZIP protein is a nuclear envelope-bound transcription factor that is activated by t-butyl hydroquinone but not by endoplasmic reticulum stressors

21 January 2018

1 reference

Chemoprotective and carcinogenic effects of tert-butylhydroquinone and its metabolites

21 January 2018

1 reference

Pivotal role of electrophilicity in glutathione S-transferase induction by tert-butylhydroquinone

21 January 2018

1 reference

Keap1 represses nuclear activation of antioxidant responsive elements by Nrf2 through binding to the amino-terminal Neh2 domain

21 January 2018

1 reference

The Keap1-BTB protein is an adaptor that bridges Nrf2 to a Cul3-based E3 ligase: oxidative stress sensing by a Cul3-Keap1 ligase

21 January 2018

1 reference

BTB protein Keap1 targets antioxidant transcription factor Nrf2 for ubiquitination by the Cullin 3-Roc1 ligase

21 January 2018

1 reference

Oxidative stress sensor Keap1 functions as an adaptor for Cul3-based E3 ligase to regulate proteasomal degradation of Nrf2

21 January 2018

1 reference

Keap1 is a redox-regulated substrate adaptor protein for a Cul3-dependent ubiquitin ligase complex

21 January 2018

1 reference

Heme activates the heme oxygenase-1 gene in renal epithelial cells by stabilizing Nrf2.

21 January 2018

1 reference

Keap1 regulates both cytoplasmic-nuclear shuttling and degradation of Nrf2 in response to electrophiles

21 January 2018

1 reference

Keap1-dependent proteasomal degradation of transcription factor Nrf2 contributes to the negative regulation of antioxidant response element-driven gene expression

21 January 2018

1 reference

Increased protein stability as a mechanism that enhances Nrf2-mediated transcriptional activation of the antioxidant response element. Degradation of Nrf2 by the 26 S proteasome

21 January 2018

1 reference

Degradation of transcription factor Nrf2 via the ubiquitin-proteasome pathway and stabilization by cadmium

21 January 2018

1 reference

Functional characterization and role of INrf2 in antioxidant response element-mediated expression and antioxidant induction of NAD(P)H:quinone oxidoreductase1 gene

21 January 2018

1 reference

Regulatory mechanisms of cellular response to oxidative stress

21 January 2018

1 reference

Small maf (MafG and MafK) proteins negatively regulate antioxidant response element-mediated expression and antioxidant induction of the NAD(P)H:Quinone oxidoreductase1 gene

21 January 2018

1 reference

Nrf2, a Cap'n'Collar transcription factor, regulates induction of the heme oxygenase-1 gene

21 January 2018

1 reference

Transcription factor Nrf2 coordinately regulates a group of oxidative stress-inducible genes in macrophages

21 January 2018

1 reference

Modulation of gene expression by cancer chemopreventive dithiolethiones through the Keap1-Nrf2 pathway. Identification of novel gene clusters for cell survival

21 January 2018

1 reference

Induction of AKR1C2 by phase II inducers: identification of a distal consensus antioxidant response element regulated by NRF2.

21 January 2018

1 reference

Transcription factor Nrf2 regulates promoter activity of mouse aldose reductase (AKR1B3) gene.

21 January 2018

1 reference

An Nrf2/small Maf heterodimer mediates the induction of phase II detoxifying enzyme genes through antioxidant response elements

21 January 2018

1 reference

The Nrf2 transcription factor contributes both to the basal expression of glutathione S-transferases in mouse liver and to their induction by the chemopreventive synthetic antioxidants, butylated hydroxyanisole and ethoxyquin

21 January 2018

1 reference

High sensitivity of Nrf2 knockout mice to acetaminophen hepatotoxicity associated with decreased expression of ARE-regulated drug metabolizing enzymes and antioxidant genes

21 January 2018

1 reference

Induction of rat UDP-glucuronosyltransferases in liver and duodenum by microsomal enzyme inducers that activate various transcriptional pathways

21 January 2018

1 reference

Nrf2-Keap1 signaling pathway regulates human UGT1A1 expression in vitro and in transgenic UGT1 mice

21 January 2018

1 reference

Relationship between the occurrence of cysteine in proteins and the complexity of organisms

21 January 2018

1 reference

The hepatotoxic metabolite of acetaminophen directly activates the Keap1-Nrf2 cell defense system

21 January 2018

1 reference

Direct evidence that sulfhydryl groups of Keap1 are the sensors regulating induction of phase 2 enzymes that protect against carcinogens and oxidants

21 January 2018

1 reference

Xanthohumol isolated from Humulus lupulus Inhibits menadione-induced DNA damage through induction of quinone reductase.

21 January 2018

1 reference

Modifying specific cysteines of the electrophile-sensing human Keap1 protein is insufficient to disrupt binding to the Nrf2 domain Neh2

21 January 2018

1 reference

Identification of sensor cysteines in human Keap1 modified by the cancer chemopreventive agent sulforaphane

21 January 2018

1 reference

Specific patterns of electrophile adduction trigger Keap1 ubiquitination and Nrf2 activation

21 January 2018

1 reference

Screening method for the discovery of potential cancer chemoprevention agents based on mass spectrometric detection of alkylated Keap1.

21 January 2018

1 reference

Sites of alkylation of human Keap1 by natural chemoprevention agents

21 January 2018

1 reference

Covalent modification at Cys151 dissociates the electrophile sensor Keap1 from the ubiquitin ligase CUL3

21 January 2018

1 reference

Protection against electrophile and oxidant stress by induction of the phase 2 response: fate of cysteines of the Keap1 sensor modified by inducers

21 January 2018

1 reference

21 January 2018

1 reference

Activation of the antioxidant response element in primary cortical neuronal cultures derived from transgenic reporter mice

21 January 2018

1 reference

Pro-oxidant activity of flavonoids induces EpRE-mediated gene expression

21 January 2018

1 reference

Transcriptional regulation of the antioxidant response element. Activation by Nrf2 and repression by MafK.

21 January 2018

1 reference

Atypical protein kinase C mediates activation of NF-E2-related factor 2 in response to oxidative stress

21 January 2018

1 reference

Phosphorylation of Nrf2 at Ser-40 by protein kinase C regulates antioxidant response element-mediated transcription

21 January 2018

1 reference

Hyperoxia stimulates an Nrf2-ARE transcriptional response via ROS-EGFR-PI3K-Akt/ERK MAP kinase signaling in pulmonary epithelial cells

21 January 2018

1 reference

Phosphatidylinositol 3-kinase regulates nuclear translocation of NF-E2-related factor 2 through actin rearrangement in response to oxidative stress

21 January 2018

1 reference

Involvement of Nrf2 and JNK1 in the activation of antioxidant responsive element (ARE) by chemopreventive agent phenethyl isothiocyanate (PEITC)

21 January 2018

1 reference

Glycogen synthase kinase-3beta inhibits the xenobiotic and antioxidant cell response by direct phosphorylation and nuclear exclusion of the transcription factor Nrf2.

21 January 2018

1 reference

Nrf2 Is a Direct PERK Substrate and Effector of PERK-Dependent Cell Survival

21 January 2018

1 reference

Activation of hepatic Nrf2 in vivo by acetaminophen in CD-1 mice

21 January 2018

1 reference

Investigation of the effect of a panel of model hepatotoxins on the Nrf2-Keap1 defence response pathway in CD-1 mice

21 January 2018

1 reference

Endoplasmic reticulum association and N-linked glycosylation of the human Nrf3 transcription factor

21 January 2018

1 reference

Crucial role of nrf3 in smooth muscle cell differentiation from stem cells

21 January 2018

1 reference

Complexity of CNC transcription factors as revealed by gene targeting of the Nrf3 locus

21 January 2018

1 reference

Unique function of the Nrf2-Keap1 pathway in the inducible expression of antioxidant and detoxifying enzymes

21 January 2018

1 reference

Nrf3 negatively regulates antioxidant-response element-mediated expression and antioxidant induction of NAD(P)H:quinone oxidoreductase1 gene

21 January 2018

1 reference

Signal transduction through NF-kappa B.

21 January 2018

1 reference

Structure of an IkappaBalpha/NF-kappaB complex

21 January 2018

1 reference

A nuclear export signal in the N-terminal regulatory domain of IkappaBalpha controls cytoplasmic localization of inactive NF-kappaB/IkappaBalpha complexes

21 January 2018

1 reference

An N-terminal nuclear export signal is required for the nucleocytoplasmic shuttling of IkappaBalpha

21 January 2018

1 reference

Coupling of a signal response domain in I kappa B alpha to multiple pathways for NF-kappa B activation

21 January 2018

1 reference

Control of I kappa B-alpha proteolysis by site-specific, signal-induced phosphorylation

21 January 2018

1 reference

Regulatory functions of ubiquitination in the immune system

21 January 2018

1 reference

Signal-induced degradation of I kappa B alpha requires site-specific ubiquitination

21 January 2018

1 reference

Noxious compounds activate TRPA1 ion channels through covalent modification of cysteines

21 January 2018

1 reference

IkappaB kinase (IKK)-associated protein 1, a common component of the heterogeneous IKK complex

21 January 2018

1 reference

IKK-1 and IKK-2: cytokine-activated IkappaB kinases essential for NF-kappaB activation

21 January 2018

1 reference

A cytokine-responsive IkappaB kinase that activates the transcription factor NF-kappaB

21 January 2018

1 reference

Regulation of DNA binding by Rel/NF-kappaB transcription factors: structural views

21 January 2018

1 reference

Shaping the nuclear action of NF-kappaB

21 January 2018

1 reference

Thymoquinone attenuates proinflammatory responses in lipopolysaccharide-activated mast cells by modulating NF-kappaB nuclear transactivation

21 January 2018

1 reference

The phosphorylation status of nuclear NF-kappa B determines its association with CBP/p300 or HDAC-1

21 January 2018

1 reference

Tumor necrosis factor signaling.

21 January 2018

1 reference

Constitutively activated nuclear factor-kappaB, but not induced NF-kappaB, leads to TRAIL resistance by up-regulation of X-linked inhibitor of apoptosis protein in human cancer cells.

21 January 2018

1 reference

X-linked inhibitor of apoptosis protein increases mitochondrial antioxidants through NF-kappaB activation

21 January 2018

1 reference

Nuclear factor (NF)-kappaB-regulated X-chromosome-linked iap gene expression protects endothelial cells from tumor necrosis factor alpha-induced apoptosis.

21 January 2018

1 reference

Suppression of tumor necrosis factor-induced cell death by inhibitor of apoptosis c-IAP2 is under NF-kappaB control

21 January 2018

1 reference

NF-kappaB antiapoptosis: induction of TRAF1 and TRAF2 and c-IAP1 and c-IAP2 to suppress caspase-8 activation

21 January 2018

1 reference

NF-kappaB inducers upregulate cFLIP, a cycloheximide-sensitive inhibitor of death receptor signaling

21 January 2018

1 reference

NF-kappaB signals induce the expression of c-FLIP.

21 January 2018

1 reference

The prosurvival Bcl-2 homolog Bfl-1/A1 is a direct transcriptional target of NF-kappaB that blocks TNFalpha-induced apoptosis

21 January 2018

1 reference

NF kappa B controls the balance between Fas and tumor necrosis factor cell death pathways during T cell receptor-induced apoptosis via the expression of its target gene A20.

21 January 2018

1 reference

The Rel/NF-kappaB family directly activates expression of the apoptosis inhibitor Bcl-x(L).

21 January 2018

1 reference

To be, or not to be: NF-kappaB is the answer--role of Rel/NF-kappaB in the regulation of apoptosis

21 January 2018

1 reference

Activators and target genes of Rel/NF-kappaB transcription factors

21 January 2018

1 reference

NF-kappaB-dependent MnSOD expression protects adenocarcinoma cells from TNF-alpha-induced apoptosis.

21 January 2018

1 reference

E2F1 and c-Myc potentiate apoptosis through inhibition of NF-kappaB activity that facilitates MnSOD-mediated ROS elimination

21 January 2018

1 reference

Induction of TNF receptor I-mediated apoptosis via two sequential signaling complexes

21 January 2018

1 reference

The two NF-kappaB activation pathways and their role in innate and adaptive immunity

21 January 2018

1 reference

Mechanisms for sensitization to TNF-induced apoptosis by acute glutathione depletion in murine hepatocytes

21 January 2018

1 reference

Reduced acetaminophen-induced liver injury in mice by genetic disruption of IL-1 receptor antagonist.

21 January 2018

1 reference

Ah receptor and NF-kappaB interactions, a potential mechanism for dioxin toxicity

21 January 2018

1 reference

Mechanism of suppression of cytochrome P-450 1A1 expression by tumor necrosis factor-alpha and lipopolysaccharide

21 January 2018

1 reference

Rapid transcriptional suppression of rat cytochrome P450 genes by endotoxin treatment and its inhibition by curcumin.

21 January 2018

1 reference

Role of NF-kappaB in regulation of PXR-mediated gene expression: a mechanism for the suppression of cytochrome P-450 3A4 by proinflammatory agents.

21 January 2018

1 reference

Mutual repression between steroid and xenobiotic receptor and NF-kappaB signaling pathways links xenobiotic metabolism and inflammation

21 January 2018

1 reference

The regulation of AP-1 activity by mitogen-activated protein kinases

21 January 2018

1 reference

Transcriptional regulation by Fos and Jun in vitro: interaction among multiple activator and regulatory domains

21 January 2018

1 reference

AP-1 subunits: quarrel and harmony among siblings

21 January 2018

1 reference

Role of p55 tumor necrosis factor receptor 1 in acetaminophen-induced antioxidant defense

21 January 2018

1 reference

Hepatocellular response to chemical stress in CD-1 mice: induction of early genes and gamma-glutamylcysteine synthetase

21 January 2018

1 reference

Examining the function and regulation of hsp 70 in cells subjected to metabolic stress

21 January 2018

1 reference

Biological and clinical implications of heat shock protein 27,000 (Hsp27): a review

21 January 2018

1 reference

21 January 2018

The heat-shock response

1 reference

Roles of the heat shock transcription factors in regulation of the heat shock response and beyond

21 January 2018

1 reference

Glutathione depletion induces heme oxygenase-1 (HSP32) mRNA and protein in rat brain

21 January 2018

1 reference

Potential roles of hepatic heat shock protein 25 and 70i in protection of mice against acetaminophen-induced liver injury

21 January 2018

1 reference

Protection against hepatotoxicity by a single dose of amphetamine: the potential role of heat shock protein induction

21 January 2018

1 reference

Role of small heat shock protein HSP25 in radioresistance and glutathione-redox cycle

21 January 2018

1 reference

Increased hepatotoxicity of acetaminophen in Hsp70i knockout mice

21 January 2018

1 reference

Drug-induced hepatotoxicity.

21 January 2018

1 reference

Induction of Mrp3 and Mrp4 transporters during acetaminophen hepatotoxicity is dependent on Nrf2

21 January 2018

1 reference

Oxidative and electrophilic stress induces multidrug resistance-associated protein transporters via the nuclear factor-E2-related factor-2 transcriptional pathway

21 January 2018

1 reference

Altered disposition of acetaminophen in Nrf2-null and Keap1-knockdown mice

21 January 2018

1 reference

Genetically determined polymorphisms in drug oxidation

21 January 2018

1 reference

Drug-protein conjugation and its immunological consequences

21 January 2018

1 reference

Delayed Drug Hypersensitivity Reactions

21 January 2018

1 reference

Immune mechanism of drug hypersensitivity.

21 January 2018

1 reference

STUDIES ON THE SENSITIZATION OF ANIMALS WITH SIMPLE CHEMICAL COMPOUNDS.

21 January 2018

1 reference

Drug disposition and drug hypersensitivity

21 January 2018

1 reference

T cell immune responses to haptens. Structural models for allergic and autoimmune reactions

21 January 2018

1 reference

Inhalation exposure of mice to trimellitic anhydride induces both IgG and IgE anti-hapten antibody

21 January 2018

1 reference

Characterization of the T-cell response in a patient with phenindione hypersensitivity

21 January 2018

1 reference

A new type of metal recognition by human T cells: contact residues for peptide-independent bridging of T cell receptor and major histocompatibility complex by nickel

21 January 2018

1 reference

Processing of urushiol (poison ivy) hapten by both endogenous and exogenous pathways for presentation to T cells in vitro

21 January 2018

1 reference

Generation and characterization of antigen-specific CD4+, CD8+, and CD4+CD8+ T-cell clones from patients with carbamazepine hypersensitivity.

21 January 2018

1 reference

Recognition of sulfamethoxazole and its reactive metabolites by drug-specific CD4+ T cells from allergic individuals

21 January 2018

1 reference

Recognition of local anesthetics by alphabeta+ T cells.

21 January 2018

1 reference

Hypersensitivity reactions to carbamazepine: characterization of the specificity, phenotype, and cytokine profile of drug-specific T cell clones

21 January 2018

1 reference

Characterization of drug-specific T cells in lamotrigine hypersensitivity

21 January 2018

1 reference

Drug interaction with T-cell receptors: T-cell receptor density determines degree of cross-reactivity

21 January 2018

1 reference

Activation of T cells by carbamazepine and carbamazepine metabolites

21 January 2018

1 reference

Toxic epidermal necrolysis: effector cells are drug-specific cytotoxic T cells.

21 January 2018

1 reference

T-cell-mediated cytotoxicity against keratinocytes in sulfamethoxazol-induced skin reaction

21 January 2018

1 reference

Direct, MHC-dependent presentation of the drug sulfamethoxazole to human alphabeta T cell clones

21 January 2018

1 reference

A chemically inert drug can stimulate T cells in vitro by their T cell receptor in non-sensitised individuals.

21 January 2018

1 reference

Non-covalent presentation of sulfamethoxazole to human CD4+ T cells is independent of distinct human leucocyte antigen-bound peptides

21 January 2018

1 reference

Influence of reduced glutathione on the proliferative response of sulfamethoxazole-specific and sulfamethoxazole-metabolite-specific human CD4+ T-cells

21 January 2018

1 reference

HLA-restricted, processing- and metabolism-independent pathway of drug recognition by human alpha beta T lymphocytes.

21 January 2018

1 reference

Trimethoprim-sulfamethoxazole induced rash and fatal hematologic disorders

21 January 2018

1 reference

Sulfamethoxazole and its metabolite nitroso sulfamethoxazole stimulate dendritic cell costimulatory signaling

21 January 2018

1 reference

Covalent binding of the nitroso metabolite of sulfamethoxazole leads to toxicity and major histocompatibility complex-restricted antigen presentation

21 January 2018

1 reference

Roles of endogenous ascorbate and glutathione in the cellular reduction and cytotoxicity of sulfamethoxazole-nitroso

21 January 2018

1 reference

Cellular disposition of sulphamethoxazole and its metabolites: implications for hypersensitivity

21 January 2018

1 reference

Antigenicity and immunogenicity of sulphamethoxazole: demonstration of metabolism-dependent haptenation and T-cell proliferation in vivo

21 January 2018

1 reference

A role for bioactivation and covalent binding within epidermal keratinocytes in sulfonamide-induced cutaneous drug reactions.

21 January 2018

1 reference

Novel non-labile covalent binding of sulfamethoxazole reactive metabolites to cultured human lymphoid cells.

21 January 2018

1 reference

Haptenation of sulfonamide reactive metabolites to cellular proteins

21 January 2018

1 reference

Multiple adduction reactions of nitroso sulfamethoxazole with cysteinyl residues of peptides and proteins: implications for hapten formation

21 January 2018

1 reference

Covalent binding of the nitroso metabolite of sulfamethoxazole is important in induction of drug-specific T-cell responses in vivo

21 January 2018

1 reference

Allergic contact dermatitis caused by skin painting (pseudotattooing) with black henna, a mixture of henna and p-phenylenediamine and its derivatives

21 January 2018

1 reference

A temporary henna tattoo causing hair and clothing dye allergy

21 January 2018

1 reference

21 January 2018

1 reference

The use of graded concentrations in studying skin sensitizers: experimental contact sensitization in man.

21 January 2018

1 reference

Activation of human dendritic cells by p-phenylenediamine.

21 January 2018

1 reference

Study on cross-reactivity to the para group

21 January 2018

1 reference

Biochemical and histopathological changes following dermal exposure to paraphenylene diamine in guinea pigs

21 January 2018

1 reference

Investigation of the prohapten concept. Cross reactions between 1,4-substituted benzene derivatives in the guinea pig.

21 January 2018

1 reference

From xenobiotic chemistry and metabolism to better prediction and risk assessment of skin allergy

21 January 2018

1 reference

Contact allergy: the role of skin chemistry and metabolism.

21 January 2018

1 reference

Investigation of the immunogenicity of p-phenylenediamine and Bandrowski's base in the mouse

21 January 2018

1 reference

Urinary acetylated metabolites and N-acetyltransferase-2 genotype in human subjects treated with a para-phenylenediamine-containing oxidative hair dye.

21 January 2018

1 reference

Sensitization to p-amino aromatic compounds: Study of the covalent binding of 2,5-dimethyl-p-benzoquinonediimine to a model peptide by electrospray ionization tandem mass spectrometry

21 January 2018

1 reference

A mechanistic investigation into the irreversible protein binding and antigenicity of p-phenylenediamine.

21 January 2018

1 reference

Thiolation and nitrosation of cysteines in biological fluids and cells

21 January 2018

1 reference

Characterization of p-phenylenediamine-albumin binding sites and T-cell responses to hapten-modified protein

21 January 2018

1 reference

Role of Tyr84 in controlling the reactivity of Cys34 of human albumin.

21 January 2018

1 reference

Delayed-type hypersensitivity reaction to paraphenylenediamine is mediated by 2 different pathways of antigen recognition by specific alphabeta human T-cell clones

21 January 2018

1 reference

Activation of T-cells from allergic patients and volunteers by p-phenylenediamine and Bandrowski's base

21 January 2018

1 reference

Reactivity of in vitro activated human T lymphocytes to p-phenylenediamine and related substances

21 January 2018

1 reference

Skin sensitization to p-phenylenediamine: the diverging roles of oxidation and N-acetylation for dendritic cell activation and the immune response

21 January 2018

1 reference

T cell recognition of penicillin G: structural features determining antigenic specificity

21 January 2018

1 reference

Penicilloyl peptides are recognized as T cell antigenic determinants in penicillin allergy

21 January 2018

1 reference

The metabolic activation of abacavir by human liver cytosol and expressed human alcohol dehydrogenase isozymes

21 January 2018

1 reference

Sulfamethoxazole is metabolized to the hydroxylamine in humans

21 January 2018

1 reference

Expression of multiple cytochrome p450 enzymes and multidrug resistance-associated transport proteins in human skin keratinocytes

21 January 2018

1 reference

Epidermal CYP2 family cytochromes P450.

21 January 2018

1 reference

Sulfation of minoxidil by multiple human cytosolic sulfotransferases

21 January 2018

1 reference

Bioactivation, protein haptenation, and toxicity of sulfamethoxazole and dapsone in normal human dermal fibroblasts

21 January 2018

1 reference

P450 2C18 catalyzes the metabolic bioactivation of phenytoin.

21 January 2018

1 reference

Characterization of the formation and localization of sulfamethoxazole and dapsone-associated drug-protein adducts in human epidermal keratinocytes

21 January 2018

1 reference

Enzyme-mediated protein haptenation of dapsone and sulfamethoxazole in human keratinocytes: I. Expression and role of cytochromes P450.

21 January 2018

1 reference

Enzyme-mediated protein haptenation of dapsone and sulfamethoxazole in human keratinocytes: II. Expression and role of flavin-containing monooxygenases and peroxidases.

21 January 2018

1 reference

Cytochrome P450 1A1 (CYP1A1) in blood lymphocytes evidence for catalytic activity and mRNA expression.

21 January 2018

1 reference

Fingerprinting of cytochrome P450 and microsomal epoxide hydrolase gene expression in human blood cells

21 January 2018

1 reference

Only truncated, not complete cytochrome p450 2D6 RNA transcript and no detectable enzyme activity are expressed in human lymphocytes

21 January 2018

1 reference

The impact of cytokines on the expression of drug transporters, cytochrome P450 enzymes and chemokine receptors in human PBMC.

21 January 2018

1 reference

Myeloperoxidase-mediated activation of xenobiotics by human leukocytes

21 January 2018

1 reference

Prostaglandin H synthases and their importance in chemical toxicity

21 January 2018

1 reference

Phagocyte-mediated oxidation in idiosyncratic adverse drug reactions

21 January 2018

1 reference

"Danger" conditions increase sulfamethoxazole-protein adduct formation in human antigen-presenting cells

21 January 2018

1 reference

A comprehensive listing of bioactivation pathways of organic functional groups

21 January 2018

1 reference

Future of toxicology-metabolic activation and drug design: challenges and opportunities in chemical toxicology

21 January 2018

1 reference

Idiosyncratic drug hepatotoxicity revisited: new insights from mechanistic toxicology

21 January 2018

1 reference

Applying mechanisms of chemical toxicity to predict drug safety

21 January 2018

1 reference

Minimising the potential for metabolic activation in drug discovery

21 January 2018

1 reference

Selection of new chemical entities with decreased potential for adverse drug reactions

21 January 2018

1 reference

Metabolism and toxicity of drugs. Two decades of progress in industrial drug metabolism

21 January 2018

1 reference

Approaches for minimizing metabolic activation of new drug candidates in drug discovery

21 January 2018

1 reference

Are chemically reactive metabolites responsible for adverse reactions to drugs?

21 January 2018

1 reference

Recent advances in applications of liquid chromatography-tandem mass spectrometry to the analysis of reactive drug metabolites

21 January 2018

1 reference

Mechanisms of idiosyncratic drug reactions: the case of felbamate.

21 January 2018

1 reference

Stability and comparative metabolism of selected felbamate metabolites and postulated fluorofelbamate metabolites by postmitochondrial suspensions

21 January 2018

1 reference

Third-generation antiepileptic drugs: mechanisms of action, pharmacokinetics and interactions

21 January 2018

1 reference

Addressing the metabolic activation potential of new leads in drug discovery: a case study using ion trap mass spectrometry and tritium labeling techniques

21 January 2018

1 reference

The many roles for fluorine in medicinal chemistry

21 January 2018

1 reference

In vitro metabolism and covalent binding of enol-carboxamide derivatives and anti-inflammatory agents sudoxicam and meloxicam: insights into the hepatotoxicity of sudoxicam

21 January 2018

1 reference

Design and synthesis of conformationally constrained N,N-disubstituted 1,4-diazepanes as potent orexin receptor antagonists.

21 January 2018

1 reference

Metabolic activation of a pyrazinone-containing thrombin inhibitor. Evidence for novel biotransformation involving pyrazinone ring oxidation, rearrangement, and covalent binding to proteins

21 January 2018

1 reference

Structural alert/reactive metabolite concept as applied in medicinal chemistry to mitigate the risk of idiosyncratic drug toxicity: a perspective based on the critical examination of trends in the top 200 drugs marketed in the United States

21 January 2018

1 reference

Managing the challenge of chemically reactive metabolites in drug development.

21 January 2018

1 reference

Synthesis and reactions of nitroso sulphamethoxazole with biological nucleophiles: Implications for immune mediated toxicity

21 January 2018

1 reference

An investigation of the formation of cytotoxic, protein-reactive and stable metabolites from carbamazepine in vitro

21 January 2018

1 reference

Role of Drug Disposition in Drug Hypersensitivity: A Chemical, Molecular, and Clinical Perspective

21 January 2018

1 reference

Opposite Behaviors of Reactive Metabolites of Tienilic Acid and Its Isomer toward Liver Proteins: Use of Specific Anti-Tienilic Acid−Protein Adduct Antibodies and the Possible Relationship with Different Hepatotoxic Effects of the Two Compounds

21 January 2018

1 reference

NF-κB activation prevents apoptotic oxidative stress via an increase of both thioredoxin and MnSOD levels in TNFα-treated Ewing sarcoma cells

21 January 2018

1 reference

Ferritin Heavy Chain Upregulation by NF-κB Inhibits TNFα-Induced Apoptosis by Suppressing Reactive Oxygen Species

21 January 2018

1 reference

Role Of Dendritic Cells In Drug Metabolism

21 January 2018

1 reference

Penicillin Allergy: The Formation of the Penicilloyl Determinant

21 January 2018

1 reference

21 January 2018

Identifiers

DOI

10.1002/MED.21273

1 reference

release_glaf2kxkyrhjtlemjpwichrin4

27 August 2017

Fatcat ID

1 reference

Fatcat

https://api.fatcat.wiki/v0/release/glaf2kxkyrhjtlemjpwichrin4

mapped directly with Wikidata item

24 November 2022

based on heuristic

1 reference