Literature DB >> 6817003

Metabolism of arachidonic acid in leukocytes: isolation of a 5,15-dihydroxy-eicosatetraenoic acid.

P Borgeat, S Picard, J Drapeau, P Vallerand.   

Abstract

A novel metabolite of arachidonic acid was isolated from incubations of peripheral blood leukocytes with the fatty acid and the ionophore A23187. The compound was purified by high performance liquid chromatography and identified by ultraviolet photometry and gas chromatography-mass spectrometry as a 5,15-dihydroxy-6,8,11,13-eicosatetraenoic acid. The compound was also isolated from incubations of human leukocytes with the 15S-hydroperoxy-5,8,11,13(Z,Z,Z,E)-eicosatetraenoic acid, suggesting a double dioxygenation mechanism in the formation of this new metabolite of arachidonic acid. A 5S,15S-dihydroxy-6,8,11,13(E,Z,Z,E)-eicosatetraenoic acid was obtained from incubations of 5S-hydroxy-6,8,11,14(E,Z,Z,Z)-eicosatetraenoic acid with the soybean lipoxygenase and reduction with stannous chloride, and was used as reference compound.

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Year:  1982        PMID: 6817003     DOI: 10.1007/bf02534650

Source DB:  PubMed          Journal:  Lipids        ISSN: 0024-4201            Impact factor:   1.880


  14 in total

1.  Multiple dioxygenation by lipoxygenase of lipids containing all-cis-1, 4, 7-octatriene moieties.

Authors:  G S Bild; C S Ramadoss; B Axelrod
Journal:  Arch Biochem Biophys       Date:  1977-11       Impact factor: 4.013

2.  Transformation of arachidonic acid in leukocytes. Isolation and structural analysis of a novel dihydroxy derivative.

Authors:  P Borgeat; S Picard; P Vallerand; P Sirois
Journal:  Prostaglandins Med       Date:  1981-06

3.  Novel leukotrienes: products formed by initial oxygenation of arachidonic acid at C-15.

Authors:  W Jubiz; O Rådmark; J A Lindgren; C Malmsten; B Samuelsson
Journal:  Biochem Biophys Res Commun       Date:  1981-04-15       Impact factor: 3.575

4.  Transformation of 15-hydroperoxy-5,9,11,13-eicosatetraenoic acid into novel leukotrienes.

Authors:  U Lundberg; O Rådmark; C Malmsten; B Samuelsson
Journal:  FEBS Lett       Date:  1981-04-06       Impact factor: 4.124

5.  Isolation of a pure isomer of linoleic acid hydroperoxide.

Authors:  H W Gardner
Journal:  Lipids       Date:  1975-04       Impact factor: 1.880

6.  Transformation of arachidonic acid and homo-gamma-linolenic acid by rabbit polymorphonuclear leukocytes. Monohydroxy acids from novel lipoxygenases.

Authors:  P Borgeat; M Hamberg; B Samuelsson
Journal:  J Biol Chem       Date:  1976-12-25       Impact factor: 5.157

7.  Arachidonic acid metabolism in polymorphonuclear leukocytes: effects of ionophore A23187.

Authors:  P Borgeat; B Samuelsson
Journal:  Proc Natl Acad Sci U S A       Date:  1979-05       Impact factor: 11.205

8.  Double dioxygenation of arachidonic acid by soybean lipoxygenase-1. Kinetics and regio-stereo specificities of the reaction steps.

Authors:  C P Van Os; G P Rijke-Schilder; H Van Halbeek; J Verhagen; J F Vliegenthart
Journal:  Biochim Biophys Acta       Date:  1981-01-26

9.  A second pathway of leukotriene biosynthesis in porcine leukocytes.

Authors:  R L Maas; A R Brash; J A Oates
Journal:  Proc Natl Acad Sci U S A       Date:  1981-09       Impact factor: 11.205

10.  Metabolism of arachidonic acid in polymorphonuclear leukocytes. Structural analysis of novel hydroxylated compounds.

Authors:  P Borgeat; B Samuelsson
Journal:  J Biol Chem       Date:  1979-08-25       Impact factor: 5.157

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  3 in total

1.  5 S,15 S-Dihydroperoxyeicosatetraenoic Acid (5,15-diHpETE) as a Lipoxin Intermediate: Reactivity and Kinetics with Human Leukocyte 5-Lipoxygenase, Platelet 12-Lipoxygenase, and Reticulocyte 15-Lipoxygenase-1.

Authors:  Abigail R Green; Cody Freedman; Jennyfer Tena; Benjamin E Tourdot; Benjamin Liu; Michael Holinstat; Theodore R Holman
Journal:  Biochemistry       Date:  2018-11-15       Impact factor: 3.162

2.  FuZhengHuaYuJiangZhuTongLuoFang Prescription Modulates Gut Microbiota and Gut-Derived Metabolites in UUO Rats.

Authors:  Ziwei Chen; Shaobo Wu; Yu Zeng; Zejun Chen; Xueying Li; Jing Li; Long He; Ming Chen
Journal:  Front Cell Infect Microbiol       Date:  2022-05-20       Impact factor: 6.073

Review 3.  Formation, Signaling and Occurrence of Specialized Pro-Resolving Lipid Mediators-What is the Evidence so far?

Authors:  Nils Helge Schebb; Hartmut Kühn; Astrid S Kahnt; Katharina M Rund; Valerie B O'Donnell; Nicolas Flamand; Marc Peters-Golden; Per-Johan Jakobsson; Karsten H Weylandt; Nadine Rohwer; Robert C Murphy; Gerd Geisslinger; Garret A FitzGerald; Julien Hanson; Claes Dahlgren; Mohamad Wessam Alnouri; Stefan Offermanns; Dieter Steinhilber
Journal:  Front Pharmacol       Date:  2022-03-02       Impact factor: 5.810

  3 in total

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