Full characterization of PDX, a neuroprotectin/protectin D1 isomer, which inhibits blood platelet aggregation

被引:85
作者
Chen, P. [1 ]
Fenet, B. [2 ]
Michaud, S. [1 ]
Tomczyk, N. [3 ]
Vericel, E. [1 ]
Lagarde, M. [1 ]
Guichardant, M. [1 ]
机构
[1] Univ Lyon, Insa Lyon, RMND, IMBL,Inserm,UMR 870,Inra 1235, F-69621 Villeurbanne, France
[2] UCB Lyon 1, ESCPE, CCRMN, Lyon, France
[3] Waters Corp, Manchester M22 5PP, Lancs, England
来源
FEBS LETTERS | 2009年 / 583卷 / 21期
关键词
Docosahexaenoic acid; 15-Lipoxygenase; 10,17-Dihydroxy-docosahexaenoic acid; Double lipoxygenation; Ion mobility separation; DOCOSAHEXAENOIC ACID; OXIDATIVE STRESS; ARACHIDONIC-ACID; BRAIN; LEUKOCYTES; CELLS; DOCOSATRIENES; BIOSYNTHESIS; LIPOXYGENASE; LEUKOTRIENES;
D O I
10.1016/j.febslet.2009.10.004
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
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.
引用
收藏
页码:3478 / 3484
页数:7
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