β-Oxidation of 12( S)-hydroxy-5,8,10,14-eicosatetraenoic acid by MOLT-4 Lymphocytes

MOLT-4 lymphocytes metabolize 12-hydroxy-5,8,10,14-eicosatetraenoic acid (12( S)-HETE via β-oxidation with retention of the hydroxyl group at the ω9 carbon atom. The isolation of 6-hydroxy-4,8-tetradecadienoic acid documents that these cells have the capacity to catabolize the conjugated diene syste...

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Veröffentlicht in:Archives of biochemistry and biophysics 1992, Vol.292 (1), p.112-120
Hauptverfasser: Hadjiagapiou, Christos, Travers, Jeffrey, Fertel, Richard, Sprecher, Howard
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container_title Archives of biochemistry and biophysics
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creator Hadjiagapiou, Christos
Travers, Jeffrey
Fertel, Richard
Sprecher, Howard
description MOLT-4 lymphocytes metabolize 12-hydroxy-5,8,10,14-eicosatetraenoic acid (12( S)-HETE via β-oxidation with retention of the hydroxyl group at the ω9 carbon atom. The isolation of 6-hydroxy-4,8-tetradecadienoic acid documents that these cells have the capacity to catabolize the conjugated diene system. 12( S)-HETE was also metabolized to 3,12-dihydroxy-8,10,14-eicosatrienoic acid and 1,9-dihydroxy-5,7,11-heptadecatriene as well as to 17- and 19-carbon aldehydes. When MOLT-4 cells were incubated with the β-oxidation product, 10-hydroxy-6,8,12-octadecatrienoic acid, it was in part further catabolized but in addition it served as an anabolic precursor as defined by the accumulation 3,12-dihydroxy-8,10,14-eicosatrienoic acid as well as 1,11-dihydroxy-7,9,13-nonadecatriene. Neither 10-hydroxy-6,8,12-octadecatrienoic acid nor 13-hydroxy-5,8,11-octadecatrienic acid was as potent in inhibiting phytohemagglutin-induced lymphocyte mitogenesis as were their parent compounds—i.e., 12( S)- and 15( S)-HETE. These findings argue against the hypothesis that β-oxidation products of 12( S)- and 15( S)-HETE are the potential modulators of lymphocyte function. However, neither the pathway for synthesis, nor the role of odd chain aldehydes and diols as potential lipid mediators was determined in this study.
doi_str_mv 10.1016/0003-9861(92)90058-5
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The isolation of 6-hydroxy-4,8-tetradecadienoic acid documents that these cells have the capacity to catabolize the conjugated diene system. 12( S)-HETE was also metabolized to 3,12-dihydroxy-8,10,14-eicosatrienoic acid and 1,9-dihydroxy-5,7,11-heptadecatriene as well as to 17- and 19-carbon aldehydes. When MOLT-4 cells were incubated with the β-oxidation product, 10-hydroxy-6,8,12-octadecatrienoic acid, it was in part further catabolized but in addition it served as an anabolic precursor as defined by the accumulation 3,12-dihydroxy-8,10,14-eicosatrienoic acid as well as 1,11-dihydroxy-7,9,13-nonadecatriene. Neither 10-hydroxy-6,8,12-octadecatrienoic acid nor 13-hydroxy-5,8,11-octadecatrienic acid was as potent in inhibiting phytohemagglutin-induced lymphocyte mitogenesis as were their parent compounds—i.e., 12( S)- and 15( S)-HETE. These findings argue against the hypothesis that β-oxidation products of 12( S)- and 15( S)-HETE are the potential modulators of lymphocyte function. However, neither the pathway for synthesis, nor the role of odd chain aldehydes and diols as potential lipid mediators was determined in this study.</description><subject>12-Hydroxy-5,8,10,14-eicosatetraenoic Acid</subject><subject>Adult</subject><subject>Analytical, structural and metabolic biochemistry</subject><subject>Biological and medical sciences</subject><subject>Cell Line</subject><subject>Fatty acids</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Humans</subject><subject>Hydroxyeicosatetraenoic Acids - chemistry</subject><subject>Hydroxyeicosatetraenoic Acids - metabolism</subject><subject>Hydroxyeicosatetraenoic Acids - pharmacology</subject><subject>Lipids</subject><subject>Lymphocyte Activation - drug effects</subject><subject>lymphocytes T</subject><subject>MOLT-4 cells</subject><subject>Other biological molecules</subject><subject>Oxidation-Reduction</subject><subject>T-Lymphocytes - drug effects</subject><subject>T-Lymphocytes - metabolism</subject><issn>0003-9861</issn><issn>1096-0384</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1992</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkM1uEzEURi1EVULgDUCaBapaKQZf_3uDVFVAkYKyIHvLsT2qUTIO9gR1XosH6TN1hkRlB6u7uOf7dO9B6A2Q90BAfiCEMGy0hEtDrwwhQmPxDM2AGIkJ0_w5mj0hL9DLWn8QAsAlPUfnoKiS1MzQ-uE3Xt2n4PqUuya3DdDL5vsVvhtCyfcDFgu9ALIAjmPyubo-9sXFLiffOJ9Csxmab6vlGvNmOez2d9kPfayv0FnrtjW-Ps05Wn_-tL65xcvVl68310vsOageu-A4CdprSZWGwFpCNqCEocww2gLlnMeNZyoY4TVvuQTFBJPatUIx4GyOLo61-5J_HmLt7S5VH7db18V8qHb8kWtJ2H9BmJrpSM4RP4K-5FpLbO2-pJ0rgwViJ-l2Mmono9ZQ-0e6FWPs7an_sNnF8Dd0tDzu3532rnq3bYvrfKpPmABhFJvO_HjE4ujsV4rFVp9i52NIJfrehpz-fccjGv-ZJA</recordid><startdate>1992</startdate><enddate>1992</enddate><creator>Hadjiagapiou, Christos</creator><creator>Travers, Jeffrey</creator><creator>Fertel, Richard</creator><creator>Sprecher, Howard</creator><general>Elsevier Inc</general><general>Elsevier</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7T5</scope><scope>8FD</scope><scope>FR3</scope><scope>H94</scope><scope>M7Z</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>1992</creationdate><title>β-Oxidation of 12( S)-hydroxy-5,8,10,14-eicosatetraenoic acid by MOLT-4 Lymphocytes</title><author>Hadjiagapiou, Christos ; Travers, Jeffrey ; Fertel, Richard ; Sprecher, Howard</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c417t-ada40d8c862781d3f00b175923932f12444ebc37d95c84f461735368af573143</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1992</creationdate><topic>12-Hydroxy-5,8,10,14-eicosatetraenoic Acid</topic><topic>Adult</topic><topic>Analytical, structural and metabolic biochemistry</topic><topic>Biological and medical sciences</topic><topic>Cell Line</topic><topic>Fatty acids</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Humans</topic><topic>Hydroxyeicosatetraenoic Acids - chemistry</topic><topic>Hydroxyeicosatetraenoic Acids - metabolism</topic><topic>Hydroxyeicosatetraenoic Acids - pharmacology</topic><topic>Lipids</topic><topic>Lymphocyte Activation - drug effects</topic><topic>lymphocytes T</topic><topic>MOLT-4 cells</topic><topic>Other biological molecules</topic><topic>Oxidation-Reduction</topic><topic>T-Lymphocytes - drug effects</topic><topic>T-Lymphocytes - metabolism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Hadjiagapiou, Christos</creatorcontrib><creatorcontrib>Travers, Jeffrey</creatorcontrib><creatorcontrib>Fertel, Richard</creatorcontrib><creatorcontrib>Sprecher, Howard</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Immunology Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>Biochemistry Abstracts 1</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Archives of biochemistry and biophysics</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Hadjiagapiou, Christos</au><au>Travers, Jeffrey</au><au>Fertel, Richard</au><au>Sprecher, Howard</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>β-Oxidation of 12( S)-hydroxy-5,8,10,14-eicosatetraenoic acid by MOLT-4 Lymphocytes</atitle><jtitle>Archives of biochemistry and biophysics</jtitle><addtitle>Arch Biochem Biophys</addtitle><date>1992</date><risdate>1992</risdate><volume>292</volume><issue>1</issue><spage>112</spage><epage>120</epage><pages>112-120</pages><issn>0003-9861</issn><eissn>1096-0384</eissn><coden>ABBIA4</coden><abstract>MOLT-4 lymphocytes metabolize 12-hydroxy-5,8,10,14-eicosatetraenoic acid (12( S)-HETE via β-oxidation with retention of the hydroxyl group at the ω9 carbon atom. The isolation of 6-hydroxy-4,8-tetradecadienoic acid documents that these cells have the capacity to catabolize the conjugated diene system. 12( S)-HETE was also metabolized to 3,12-dihydroxy-8,10,14-eicosatrienoic acid and 1,9-dihydroxy-5,7,11-heptadecatriene as well as to 17- and 19-carbon aldehydes. When MOLT-4 cells were incubated with the β-oxidation product, 10-hydroxy-6,8,12-octadecatrienoic acid, it was in part further catabolized but in addition it served as an anabolic precursor as defined by the accumulation 3,12-dihydroxy-8,10,14-eicosatrienoic acid as well as 1,11-dihydroxy-7,9,13-nonadecatriene. Neither 10-hydroxy-6,8,12-octadecatrienoic acid nor 13-hydroxy-5,8,11-octadecatrienic acid was as potent in inhibiting phytohemagglutin-induced lymphocyte mitogenesis as were their parent compounds—i.e., 12( S)- and 15( S)-HETE. These findings argue against the hypothesis that β-oxidation products of 12( S)- and 15( S)-HETE are the potential modulators of lymphocyte function. However, neither the pathway for synthesis, nor the role of odd chain aldehydes and diols as potential lipid mediators was determined in this study.</abstract><cop>San Diego, CA</cop><pub>Elsevier Inc</pub><pmid>1727629</pmid><doi>10.1016/0003-9861(92)90058-5</doi><tpages>9</tpages></addata></record>
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subjects 12-Hydroxy-5,8,10,14-eicosatetraenoic Acid
Adult
Analytical, structural and metabolic biochemistry
Biological and medical sciences
Cell Line
Fatty acids
Fundamental and applied biological sciences. Psychology
Humans
Hydroxyeicosatetraenoic Acids - chemistry
Hydroxyeicosatetraenoic Acids - metabolism
Hydroxyeicosatetraenoic Acids - pharmacology
Lipids
Lymphocyte Activation - drug effects
lymphocytes T
MOLT-4 cells
Other biological molecules
Oxidation-Reduction
T-Lymphocytes - drug effects
T-Lymphocytes - metabolism
title β-Oxidation of 12( S)-hydroxy-5,8,10,14-eicosatetraenoic acid by MOLT-4 Lymphocytes
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