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Mass spectrometry of underivatized 15‐hydroxyeicosatetraenoic acid and 15‐hydroxyeicosapentaenoic acid
Author(s) -
Fogh Karsten,
Kragballe Knud,
Larsen Elfinn,
Egsgaard Helge,
Shukla Vijai K. S.
Publication year - 1988
Publication title -
biomedical and environmental mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0887-6134
DOI - 10.1002/bms.1200170608
Subject(s) - arachidonic acid , eicosapentaenoic acid , lipoxygenase , chemistry , hydroxyeicosatetraenoic acid , chromatography , biochemistry , mass spectrometry , fatty acid , enzyme , polyunsaturated fatty acid
Abstract A direct mass spectrometric method for 15‐hydroxy metabolites of arachidonic acid and of eicosapentaenoic acid is described. 15‐Hydroxyeicosanoids have the capacity to inhibit the formation of leukotrienes, potent mediators of inflammation formed by the 5‐lipoxygenase pathway of arachidonic acid metabolism and may therefore have anti‐inflammatory properties. 15‐Hydroxyeicosatetraenoic acid (15‐HETE) and 15‐hydroxyeicosapentaenoic acid (15‐HEPE) were synthesized using soybean lipoxygenase and arachidonic acid and eicosapentaenoic acid as substrates. These hydroxy fatty acids were then purified by reversed‐phase high‐performance liquid chromatography. This modified procedure provides rapid synthesis of multimilligram quantities of 15‐hydroxyeicosanoids for in vitro and in vivo studies. Electron impact mass spectra of 15‐HETE and 15‐HEPE could be obtained directly without derivatizations.