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New series of lipoxins isolated from human eosinophils
Author(s) -
Steinhilber Dieter,
Roth Hermann J.
Publication year - 1989
Publication title -
febs letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.593
H-Index - 257
eISSN - 1873-3468
pISSN - 0014-5793
DOI - 10.1016/0014-5793(89)81078-6
Subject(s) - lipoxin , arachidonic acid , chemistry , hydroxyeicosatetraenoic acid , leukotriene , biochemistry , bathochromic shift , lipoxygenase , high performance liquid chromatography , eosinophil , ionophore , stereochemistry , chromatography , receptor , biology , enzyme , immunology , physics , quantum mechanics , asthma , fluorescence , membrane
Granulocytes from human eosinophilic donors were incubated with arachidonic acid or 15‐hydroxyeicosatetraenoic acid (15‐HETE) and stimulated with the ionophore A23187. The eicosanoids were extracted with reversed‐phase cartridges and subjected to RP‐HPLC analysis. When extracts from eosinophil‐enriched populations were analysed and compared with extracts from human neutrophils, three additional peaks were detected which coeluted with 15‐hydroxy‐Δ 13 ‐trans‐15H derivatives of leukotriene C 4 , D 4 and E 4 in different HPLC systems. The recorded absorbance spectra of the eluted compounds and the standards were identical and showed a maximum at 307 nm which is characteristic for a conjugated tetraene system with a bathochromic shift by the sulfur moiety in α‐position to the tetraene system. The compound which coeluted with the 15‐hydroxy‐LTC 4 standard was treated with γ‐glutamyltransferase and converted to the corresponding leukotriene D 4 derivative. The results indicate that interaction between the 5‐ and 15‐lipoxygenase pathways leads to the formation of a new series of arachidonic acid metabolites in human eosinophils. Since the biosynthetic route is similar to that of lipoxin A 4 and lipoxin B 4 , we suggest the trivial names lipoxin C 4 , D 4 and E 4 .