Journal
FEBS LETTERS
Volume 583, Issue 21, Pages 3478-3484Publisher
WILEY
DOI: 10.1016/j.febslet.2009.10.004
Keywords
Docosahexaenoic acid; 15-Lipoxygenase; 10,17-Dihydroxy-docosahexaenoic acid; Double lipoxygenation; Ion mobility separation
Funding
- INSERM
- French Ministry of Education and Research
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Our study aimed to establish the complete structure of the main dihydroxy conjugated triene issued from the lipoxygenation (soybean enzyme) of docosahexaenoic acid, named PDX, an isomer of protectin/neuroprotectin D1 (PD1/NPD1) described by Bazan and Serhan. NMR approaches and other chemical characterization (e. g. GC-MS, HPLC and LC-MS/MS) indicated that PDX is 10(S), 17(S)-dihydroxydocosahexa-4Z,7Z, 11E, 13Z, 15E,19Z-enoic acid. The use of O-18(2) and mass spectrometry showed that PDX is a double lipoxygenation product. Its structure differs from PD1, with E, Z, E geometry (PDX) instead of E, E, Z (PD1) and S configuration at carbon 10 instead of R. PDX inhibits human blood platelet aggregation at sub-micromolar concentrations. (C) 2009 Federation of European Biochemical Societies. Published by Elsevier B. V. All rights reserved.
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