Spontaneous hydrolysis of 4-trifluoromethylphenol to a quinone methide and subsequent protein alkylation

scientific article published on 01 April 2000

Spontaneous hydrolysis of 4-trifluoromethylphenol to a quinone methide and subsequent protein alkylation is …
instance of (P31):
scholarly articleQ13442814

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P356DOI10.1016/S0009-2797(99)00162-3
P698PubMed publication ID10826650

P2093author name stringD C Thompson
R London
K Perera
P2860cites workComparative toxicity of eugenol and its quinone methide metabolite in cultured liver cells using kinetic fluorescence bioassaysQ32085661
Biological Effects of 5-Carboxy-2′-Deoxyuridine: Hydrolysis Product of 5-Trifluoromethyl-2′-DeoxyuridineQ36472134
The influence of 4-alkyl substituents on the formation and reactivity of 2-methoxy-quinone methides: evidence that extended pi-conjugation dramatically stabilizes the quinone methide formed from eugenolQ36701618
Kinetic analysis of glutathione in anchored cells with monochlorobimaneQ36702480
The Carbon-Fluorine Bond in Compounds of Biological InterestQ39979832
Effects of fluorine substitution on drug metabolism: pharmacological and toxicological implicationsQ40632150
The enzymatic formation and chemical reactivity of quinone methides correlate with alkylphenol-induced toxicity in rat hepatocytes.Q50788611
o-Methoxy-4-alkylphenols That Form Quinone Methides of Intermediate Reactivity Are the Most Toxic in Rat Liver SlicesQ52346586
Inhibition of glyceraldehyde-3-phosphate dehydrogenase by pentalenolactone. 2. Identification of the site of alkylation by tetrahydropentalenolactone.Q54029175
A fluorometric method for determination of oxidized and reduced glutathione in tissuesQ67805316
Metabolism and cytotoxicity of eugenol in isolated rat hepatocytesQ68189655
Hydrolysis of hydroxybenzotrifluorides and fluorinated uracil derivatives. General mechanism for carbon-fluorine bond labilizationQ69602608
Identification of the arylazido-beta-alanyl-NAD+-modified site in rabbit muscle glyceraldehyde-3-phosphate dehydrogenase by microsequencing and fast atom bombardment mass spectrometryQ69658648
Methodologies for the application of monobromobimane to the simultaneous analysis of soluble and protein thiol components of biological systemsQ69726581
Identification of koningic acid (heptelidic acid)-modified site in rabbit muscle glyceraldehyde-3-phosphate dehydrogenaseQ70138373
Studies on the mechanism of hepatotoxicity of 4-methylphenol (p-cresol): effects of deuterium labeling and ring substitutionQ71148691
4-(Fluoromethyl)phenyl Phosphate Acts as a Mechanism-based Inhibitor of CalcineurinQ71823712
Prediction of stability in pharmaceutical preparations. XV. Kinetics of hydrolysis of 5-trifluoromethyl-2'-deoxyuridineQ72071568
Quinone methide formation from para isomers of methylphenol (cresol), ethylphenol, and isopropylphenol: relationship to toxicityQ72125827
Inhibition of mitochondrial respiration by a para-quinone methideQ72182189
Cresol isomers: comparison of toxic potency in rat liver slicesQ72293724
Mechanism-based inactivation of prostatic acid phosphataseQ72628045
Mechanism-based inhibitors for the inactivation of the bacterial phosphotriesteraseQ73505598
Ortho and para substituted derivatives of benzotrifluorideQ83277639
P433issue1
P921main subjectAlpha,Alpha,Alpha-Trifluoro-P-CresolQ27094528
P304page(s)1-14
P577publication date2000-04-01
P1433published inChemico-biological InteractionsQ14923137
P1476titleSpontaneous hydrolysis of 4-trifluoromethylphenol to a quinone methide and subsequent protein alkylation
P478volume126

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cites work (P2860)
Q39492522A class of 5-nitro-2-furancarboxylamides with potent trypanocidal activity against Trypanosoma brucei in vitro.
Q37083559Efforts toward treatments against aging of organophosphorus-inhibited acetylcholinesterase
Q45078060Impact of fluoxetine on liver damage in rats
Q34778239Inhibition of the HIF1α-p300 interaction by quinone- and indandione-mediated ejection of structural Zn(II).
Q90987525Metabolomic Investigations of the Temporal Effects of Exposure to Pharmaceuticals and Personal Care Products and Their Mixture in the Eastern Oyster (Crassostrea virginica)
Q36720951Synthesis and evaluation of 1,4-naphthoquinone ether derivatives as SmTGR inhibitors and new anti-schistosomal drugs