• Login
    View Item 
    •   Home
    • The Manchester Institute Cancer Research UK
    • All Paterson Institute for Cancer Research
    • View Item
    •   Home
    • The Manchester Institute Cancer Research UK
    • All Paterson Institute for Cancer Research
    • View Item
    JavaScript is disabled for your browser. Some features of this site may not work without it.

    Browse

    All of ChristieCommunitiesTitleAuthorsIssue DateSubmit DateSubjectsThis CollectionTitleAuthorsIssue DateSubmit DateSubjectsProfilesView

    My Account

    LoginRegister

    Local Links

    The Christie WebsiteChristie Library and Knowledge Service

    Statistics

    Display statistics

    Reactions of glutathione and glutathione radicals with benzoquinones.

    • CSV
    • RefMan
    • EndNote
    • BibTex
    • RefWorks
    Authors
    Butler, John
    Hoey, Brigid M
    Affiliation
    CRC Department of Biophysical Chemistry, Paterson Institute for Cancer Research, Christie Hospital and Holt Radium Institute, Manchester, England.
    Issue Date
    1992
    
    Metadata
    Show full item record
    Abstract
    The reactions of glutathione (GSH) and glutathione radicals with a series of methyl-substituted 1,4-benzoquinones and 1,4-benzoquinone have been studied. It was found that by mixing excess benzoquinone with glutathione at pH above 6.5, the products formed were complex and unstable. All of the other experiments were carried out at pH 6.0, where the main product was stable for several hours. Stopped-flow analysis allowed the measurement of the rates of the rapid reactions between GSH and the quinones, and the products were monitored by High Performance Liquid Chromatography (HPLC). The rates of the reactions vary by five orders of magnitude and must be influenced by steric factors as well as changes in the redox states. It was observed that simple hydroquinones were not formed when the different benzoquinones were mixed with excess GSH and suggests that the initial reaction is addition/reduction rather than electron transfer. In the presence of excess quinone, the hydroquinone of the glutathione conjugate is oxidized back to its quinone. The rates of the reaction were measured. By using the technique of pulse radiolysis, it was possible to measure the reduction of the quinones by GSSG.- and the oxidation of hydroquinones by GS(.). It is proposed that the appearance of GSSG in reactions of quinones with glutathione could be due to oxidation of the hydroquinone by oxygen and the subsequent superoxide or H2O2 promoting the oxidation of GSH to GSSG.
    Citation
    Reactions of glutathione and glutathione radicals with benzoquinones. 1992, 12 (5):337-45 Free Radic. Biol. Med.
    Journal
    Free Radical Biology & Medicine
    URI
    http://hdl.handle.net/10541/108842
    DOI
    10.1016/0891-5849(92)90082-R
    PubMed ID
    1592273
    Type
    Article
    Language
    en
    ISSN
    0891-5849
    ae974a485f413a2113503eed53cd6c53
    10.1016/0891-5849(92)90082-R
    Scopus Count
    Collections
    All Paterson Institute for Cancer Research

    entitlement

    Related articles

    • Reduction of benzoquinones to hydroquinones via spontaneous reaction with glutathione and enzymatic reaction by S-glutathionyl-hydroquinone reductases.
    • Authors: Lam LK, Zhang Z, Board PG, Xun L
    • Issue date: 2012 Jun 26
    • Thiol oxidation coupled to DT-diaphorase-catalysed reduction of diaziquone. Reductive and oxidative pathways of diaziquone semiquinone modulated by glutathione and superoxide dismutase.
    • Authors: Ordoñez ID, Cadenas E
    • Issue date: 1992 Sep 1
    • Glutathionyl- and hydroxyl radical formation coupled to the redox transitions of 1,4-naphthoquinone bioreductive alkylating agents during glutathione two-electron reductive addition.
    • Authors: Goin J, Gibson DD, McCay PB, Cadenas E
    • Issue date: 1991 Aug 1
    • Activation and detoxication of aminophenols. III. Synthesis and structural elucidation of various glutathione addition products to 1,4-benzoquinone.
    • Authors: Eckert KG, Eyer P, Sonnenbichler J, Zetl I
    • Issue date: 1990 Apr
    • Reductive addition of glutathione to p-benzoquinone, 2-hydroxy-p-benzoquinone, and p-benzoquinone epoxides. Effect of the hydroxy- and glutathionyl substituents on p-benzohydroquinone autoxidation.
    • Authors: Brunmark A, Cadenas E
    • Issue date: 1988
    DSpace software (copyright © 2002 - 2025)  DuraSpace
    Quick Guide | Contact Us
    Open Repository is a service operated by 
    Atmire NV
     

    Export search results

    The export option will allow you to export the current search results of the entered query to a file. Different formats are available for download. To export the items, click on the button corresponding with the preferred download format.

    By default, clicking on the export buttons will result in a download of the allowed maximum amount of items.

    To select a subset of the search results, click "Selective Export" button and make a selection of the items you want to export. The amount of items that can be exported at once is similarly restricted as the full export.

    After making a selection, click one of the export format buttons. The amount of items that will be exported is indicated in the bubble next to export format.