Document Detail


Metabolism of oxidized linoleic acid by glutathione transferases: peroxidase activity toward 13-hydroperoxyoctadecadienoic acid.
MedLine Citation:
PMID:  16624487     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
The oxidation of linoleic acid produces several products with biological activity including the hydroperoxy fatty acid 13-hydroperoxyoctadecadienoic acid (13-HPODE), the hydroxy fatty acid 13-hydroxyoctadecadienoic acid (13-HODE), and the 2,4-dienone 13-oxooctadecadienoic acid (13-OXO). In the present work, the peroxidase activity of glutathione transferases (GST) A1-1, M1-1, M2-2, and P1-1(Val 105) toward 13-HPODE has been examined. The alpha class enzyme is the most efficient peroxidase while the two enzymes from the mu class exhibit weak peroxidase activity toward 13-HPODE. It was also determined that the conjugated diene 13-HODE is not a substrate for GST from the alpha and mu classes but that 13-HODE does inhibit the GST-catalyzed conjugation of CDNB by enzymes from the alpha, mu, and pi classes. Finally, both 13-HODE and 13-OXO were shown to be inducers of GST activity in HT-29 and HCT-116 colon tumor cells. These data help to clarify the role of GST in the metabolic disposition of linoleic acid oxidation products.
Authors:
Stacy K Seeley; Julie A Poposki; John Maksimchuk; Jill Tebbe; Jon Gaudreau; Bengt Mannervik; Arthur W Bull
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Publication Detail:
Type:  Journal Article; Research Support, N.I.H., Extramural; Research Support, Non-U.S. Gov't     Date:  2006-03-31
Journal Detail:
Title:  Biochimica et biophysica acta     Volume:  1760     ISSN:  0006-3002     ISO Abbreviation:  Biochim. Biophys. Acta     Publication Date:  2006 Jul 
Date Detail:
Created Date:  2006-06-19     Completed Date:  2006-08-28     Revised Date:  2007-11-14    
Medline Journal Info:
Nlm Unique ID:  0217513     Medline TA:  Biochim Biophys Acta     Country:  Netherlands    
Other Details:
Languages:  eng     Pagination:  1064-70     Citation Subset:  IM    
Affiliation:
Department of Science and Math, Kettering University, Flint, MI 48504, USA.
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MeSH Terms
Descriptor/Qualifier:
Acetonitriles / chemistry
Cell Line, Tumor
Dinitrochlorobenzene / chemistry
Dose-Response Relationship, Drug
Glutathione / chemistry
Humans
Kinetics
Linoleic Acid / chemistry*
Linoleic Acids / chemistry*
Linolenic Acids / chemistry*
Lipid Peroxides / chemistry*
Models, Chemical
Oxygen / metabolism*
Peroxidase / chemistry
Grant Support
ID/Acronym/Agency:
CA 76420/CA/NCI NIH HHS
Chemical
Reg. No./Substance:
0/1-chloro-2,4-dinitrobenzene-glutathione conjugate; 0/Acetonitriles; 0/Linoleic Acids; 0/Linolenic Acids; 0/Lipid Peroxides; 2197-37-7/Linoleic Acid; 23017-93-8/13-hydroperoxy-9,11-octadecadienoic acid; 31385-09-8/13-oxo-9,11-octadecadienoic acid; 5204-88-6/13-hydroxy-9,11-octadecadienoic acid; 70-18-8/Glutathione; 75-05-8/acetonitrile; 7782-44-7/Oxygen; 97-00-7/Dinitrochlorobenzene; EC 1.11.1.7/Peroxidase

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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