Literature DB >> 11026627

Antioxidant reactions of alpha-tocopherolhydroquinone.

D C Liebler1, J A Burr.   

Abstract

Alpha-tocopherolhydroquinone (TQH2) is a product of alpha-tocopherol oxidation/reduction that exerts antioxidant effects in biological systems. TQH2 inhibited autoxidation of methyl linoleate initiated by peroxyl radicals derived from thermolysis of 2,2'-azobis(2,4-dimethylvaleronitrile) in acetonitrile. TQH2 oxidation yielded alpha-tocopherolquinone (TQ) as a major product and 2,3-epoxy-alpha-tocopherolquinone and 5,6-epoxy-alpha-tocopherolquinone as minor products. Each TQH2 consumed approximately two peroxyl radicals in the course of the oxidation. The data suggest that TQH2 scavenges peroxyl radicals primarily by electron transfer to form TQ and secondarily by addition-elimination to form the epoxyquinones.

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Year:  2000        PMID: 11026627     DOI: 10.1007/s11745-000-0617-8

Source DB:  PubMed          Journal:  Lipids        ISSN: 0024-4201            Impact factor:   1.880


  20 in total

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Authors:  J Neuzil; P K Witting; R Stocker
Journal:  Proc Natl Acad Sci U S A       Date:  1997-07-22       Impact factor: 11.205

2.  Free radical initiators as source of water- or lipid-soluble peroxyl radicals.

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Journal:  Methods Enzymol       Date:  1990       Impact factor: 1.600

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Journal:  J Chromatogr       Date:  1987-03-06

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Journal:  J Chromatogr       Date:  1982-01-08

5.  Antioxidant reactions of vitamin E in the perfused rat liver: product distribution and effect of dietary vitamin E supplementation.

Authors:  A J Ham; D C Liebler
Journal:  Arch Biochem Biophys       Date:  1997-03-01       Impact factor: 4.013

6.  Is alpha-tocopherol a reservoir for alpha-tocopheryl hydroquinone?

Authors:  I Kohar; M Baca; C Suarna; R Stocker; P T Southwell-Keely
Journal:  Free Radic Biol Med       Date:  1995-08       Impact factor: 7.376

7.  Inhibition of lipid peroxidation by alpha-tocopherolquinone and alpha-tocopherolhydroquinone.

Authors:  A Bindoli; M Valente; L Cavallini
Journal:  Biochem Int       Date:  1985-05

8.  Determination of alpha-tocopherolquinone (vitamin E quinone) in human serum, platelets, and red cell membrane samples.

Authors:  G T Vatassery; W E Smith
Journal:  Anal Biochem       Date:  1987-12       Impact factor: 3.365

9.  Reduction of alpha-tocopherolquinone to alpha-tocopherolhydroquinone in rat hepatocytes.

Authors:  T Hayashi; A Kanetoshi; M Nakamura; M Tamura; H Shirahama
Journal:  Biochem Pharmacol       Date:  1992-08-04       Impact factor: 5.858

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Authors:  D C Liebler; J A Burr; L Philips; A J Ham
Journal:  Anal Biochem       Date:  1996-04-05       Impact factor: 3.365

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  6 in total

1.  Optimization of thiazole analogues of resveratrol for induction of NAD(P)H:quinone reductase 1 (QR1).

Authors:  Abdelrahman S Mayhoub; Laura Marler; Tamara P Kondratyuk; Eun-Jung Park; John M Pezzuto; Mark Cushman
Journal:  Bioorg Med Chem       Date:  2012-10-23       Impact factor: 3.641

2.  Nonenzymatic lipid peroxidation reprograms gene expression and activates defense markers in Arabidopsis tocopherol-deficient mutants.

Authors:  Scott E Sattler; Laurent Mène-Saffrané; Edward E Farmer; Markus Krischke; Martin J Mueller; Dean DellaPenna
Journal:  Plant Cell       Date:  2006-12-28       Impact factor: 11.277

3.  Accumulation of γ- rather than α-tocopherol alters ethylene signaling gene expression in the vte4 mutant of Arabidopsis thaliana.

Authors:  Jana Cela; Caren Chang; Sergi Munné-Bosch
Journal:  Plant Cell Physiol       Date:  2011-06-29       Impact factor: 4.927

4.  Characterization of tocopherol cyclases from higher plants and cyanobacteria. Evolutionary implications for tocopherol synthesis and function.

Authors:  Scott E Sattler; Edgar B Cahoon; Sean J Coughlan; Dean DellaPenna
Journal:  Plant Physiol       Date:  2003-08       Impact factor: 8.340

5.  Vitamin E is essential for seed longevity and for preventing lipid peroxidation during germination.

Authors:  Scott E Sattler; Laura U Gilliland; Maria Magallanes-Lundback; Mike Pollard; Dean DellaPenna
Journal:  Plant Cell       Date:  2004-05-21       Impact factor: 11.277

6.  Generation of superoxide and singlet oxygen from alpha-tocopherolquinone and analogues.

Authors:  Ana G Crisostomo; Raphael B Moreno; Suppiah Navaratnam; James A Wilkinson; Roger H Bisby
Journal:  Free Radic Res       Date:  2007-06
  6 in total

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