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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
9
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pubmed:dateCreated |
1998-1-6
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pubmed:abstractText |
The metabolism of 13S-hydroperoxy-9Z,11E,15Z-octadecatrienoic acid was investigated in a crude enzyme extract from mung bean seedlings (Phaseolus radiatus L.). Hydroperoxide-metabolizing activity was mainly due to a hydroperoxide lyase and, to a lesser extent, to an allene oxide synthase and a peroxygenase. Oxylipins originating from hydrolysis and cyclization of the allene oxide synthase product 12,13-epoxy-9Z,11,15Z-octadecatrienoic acid and from peroxygenase catalysis were identified by high-performance liquid chromatography (HPLC) particle beam-mass spectrometry (PB-MS) and quantified by normal-phase HPLC with an evaporative light-scattering detector (ELSD). An advantage of this methodology was the possibility to avoid extensive derivatization procedures commonly used for the gas chromatographic analysis of oxylipins. Owing to a comparable sample inlet system, the ELSD served an important analytical pilot function for the PB-MS: Qualitatively identical chromatographic patterns were obtained with both detection systems. The HPLC system enabled the separation of methyl 12-oxo-phytodienoate, methyl 11-hydroxy-12-oxo-9Z,15Z-octadecadienoate, methyl 12-oxo-13-hydroxy-9Z,15Z-octadecadienoate, methyl 9-hydroxy-12-oxo-10E,15Z-octadecadienoate, methyl 13-hydroxy-9Z,11E,15Z-octadecatrienoate, methyl 15,16-epoxy-13-hydroxy-9Z,11E-octadecadienoate, and methyl 13-hydroperoxy-9Z,11E,15Z-octadecatrienoate on a Lichrospher DIOL column within 33 min. Compared with a diode array detector, the ELSD proved to be more sensitive, in the case of methyl 12-oxo-13-hydroxy-9Z, 15Z-octadecadienoate by a factor of about 15. In addition, volatile metabolites were analyzed by capillary gas chromatography. The yield of the hydroperoxide lyase product 2E-hexenal was 49%, whereas the sum of oxylipins reached about 15%.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/13-hydroperoxy-9,11,15-octadecatrien...,
http://linkedlifedata.com/resource/pubmed/chemical/2-hexenal,
http://linkedlifedata.com/resource/pubmed/chemical/Aldehyde-Lyases,
http://linkedlifedata.com/resource/pubmed/chemical/Aldehydes,
http://linkedlifedata.com/resource/pubmed/chemical/Cytochrome P-450 Enzyme System,
http://linkedlifedata.com/resource/pubmed/chemical/Intramolecular Oxidoreductases,
http://linkedlifedata.com/resource/pubmed/chemical/Linolenic Acids,
http://linkedlifedata.com/resource/pubmed/chemical/Lipid Peroxides,
http://linkedlifedata.com/resource/pubmed/chemical/Mixed Function Oxygenases,
http://linkedlifedata.com/resource/pubmed/chemical/hydroperoxide isomerase,
http://linkedlifedata.com/resource/pubmed/chemical/hydroperoxide lyase,
http://linkedlifedata.com/resource/pubmed/chemical/peroxygenase
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pubmed:status |
MEDLINE
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pubmed:month |
Sep
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pubmed:issn |
0024-4201
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:volume |
32
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
1003-10
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pubmed:dateRevised |
2006-11-15
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pubmed:meshHeading |
pubmed-meshheading:9307943-Aldehyde-Lyases,
pubmed-meshheading:9307943-Aldehydes,
pubmed-meshheading:9307943-Chromatography, Gas,
pubmed-meshheading:9307943-Chromatography, High Pressure Liquid,
pubmed-meshheading:9307943-Cytochrome P-450 Enzyme System,
pubmed-meshheading:9307943-Fabaceae,
pubmed-meshheading:9307943-Intramolecular Oxidoreductases,
pubmed-meshheading:9307943-Linolenic Acids,
pubmed-meshheading:9307943-Lipid Peroxides,
pubmed-meshheading:9307943-Mass Spectrometry,
pubmed-meshheading:9307943-Mixed Function Oxygenases,
pubmed-meshheading:9307943-Molecular Structure,
pubmed-meshheading:9307943-Plants, Medicinal,
pubmed-meshheading:9307943-Scattering, Radiation,
pubmed-meshheading:9307943-Seeds
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pubmed:year |
1997
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pubmed:articleTitle |
Analysis of oxylipins by high-performance liquid chromatography with evaporative light-scattering detection and particle beam-mass spectrometry.
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pubmed:affiliation |
Institut für Lebensmittelchemie, Universität Hannover, Germany.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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