| Inactivation of mouse liver glutathione S-transferase YfYf (Pi class) by ethacrynic acid and 5,5'-dithiobis-(2-nitrobenzoic acid). | |
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MedLine Citation:
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PMID: 8363586 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Mouse liver glutathione S-transferase YfYf (Pi class) reacts with [14C]ethacrynic acid to form a covalent adduct with a stoichiometry of 1 mol per mol of subunit. Proteolytic digestion of the enzyme-[14C]ethacrynic acid adduct with V8 protease produced an 11 kDa fragment containing radioactivity. Sequencing revealed this to be an N-terminal peptide (minus the first 15 residues, terminating at Glu-112) which contains only one cysteine residue (Cys-47). This is tentatively identified as the site of ethacrynic attachment. Kinetic studies reveal that glutathione S-conjugates protect against inactivation by ethacrynic acid, but the level of protection is not consistent with their potency as product inhibitors. A model is proposed in which glutathione S-conjugates and ethacrynic acid compete for the free enzyme, and a second molecule of ethacrynic acid reacts covalently with the enzyme-ethacrynic acid complex. The native protein contains one thiol reactive with 5,5'-dithiobis-(2-nitrobenzoic acid) at neutral pH. The resultant mixed disulphide, like the ethacrynic acid adduct, is inactive, but treatment with cyanide (which incorporates on a mol for mol basis) restores activity to 35% of that of the native enzyme. |
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Authors:
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M F Phillips; T J Mantle |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: The Biochemical journal Volume: 294 ( Pt 1) ISSN: 0264-6021 ISO Abbreviation: Biochem. J. Publication Date: 1993 Aug |
Date Detail:
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Created Date: 1993-09-24 Completed Date: 1993-09-24 Revised Date: 2009-11-18 |
Medline Journal Info:
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Nlm Unique ID: 2984726R Medline TA: Biochem J Country: ENGLAND |
Other Details:
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Languages: eng Pagination: 57-62 Citation Subset: IM |
Affiliation:
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Department of Biochemistry, Trinity College, Dublin, Ireland. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Amino Acid Sequence Animals Dithionitrobenzoic Acid / pharmacology* Ethacrynic Acid / antagonists & inhibitors, pharmacology* Glutathione / analogs & derivatives, pharmacology Glutathione Transferase / antagonists & inhibitors*, chemistry Hydrogen-Ion Concentration Isoenzymes / antagonists & inhibitors*, chemistry Kinetics Liver / enzymology* Mice Molecular Sequence Data Peptide Fragments / chemistry Peptide Mapping Sulfhydryl Compounds / chemistry |
| Chemical | |
Reg. No./Substance:
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0/Isoenzymes; 0/Peptide Fragments; 0/Sulfhydryl Compounds; 26289-39-4/S-(2,4-dinitrophenyl)glutathione; 2922-56-7/S-methyl glutathione; 58-54-8/Ethacrynic Acid; 69-78-3/Dithionitrobenzoic Acid; 70-18-8/Glutathione; EC 2.5.1.18/Glutathione Transferase |
| Comments/Corrections | |
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