Literature DB >> 7769965

Hepoxilins: a review on their enzymatic formation, metabolism and chemical synthesis.

C R Pace-Asciak1, D Reynaud, P M Demin.   

Abstract

This article reviews published evidence describing the enzymatic and nonenzymatic formation and the routes of metabolism of the hepoxilins. Also treated are the major approaches used for the chemical synthesis of these compounds and for some of their analogs.

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Year:  1995        PMID： 7769965     DOI： 10.1007/BF02538262

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


  38 in total

1.  Decomposition of unsaturated fatty acid hydroperoxides by hemoglobin: Structures of major products of 13L-hydroperoxy-9,11-octadecadienoic acid.

Authors:  M Hamberg
Journal:  Lipids       Date:  1975-02       Impact factor: 1.880

2.  Transformation of leukotriene A4 methyl ester to leukotriene C4 monomethyl ester by cytosolic rat glutathione transferases.

Authors:  B Mannervik; H Jensson; P Alin; L Orning; S Hammarström
Journal:  FEBS Lett       Date:  1984-10-01       Impact factor: 4.124

3.  Hepoxilins sensitize blood vessels to noradrenaline--stereospecificity of action.

Authors:  O Laneuville; R Couture; C R Pace-Asciak
Journal:  Br J Pharmacol       Date:  1992-02       Impact factor: 8.739

4.  Discovery of the mammalian insulin release modulator, hepoxilin B3, from the tropical red algae Platysiphonia miniata and Cottoniella filamentosa.

Authors:  M F Moghaddam; W H Gerwick; D L Ballantine
Journal:  J Biol Chem       Date:  1990-04-15       Impact factor: 5.157

Review 5.  Hepoxilins.

Authors:  C R Pace-Asciak
Journal:  Gen Pharmacol       Date:  1993-07

6.  Hepoxilin A3 formation in the rat pineal gland selectively utilizes (12S)-hydroperoxyeicosatetraenoic acid (HPETE), but not (12R)-HPETE.

Authors:  D Reynaud; P Demin; C R Pace-Asciak
Journal:  J Biol Chem       Date:  1994-09-30       Impact factor: 5.157

7.  Hepoxilin A3 increases vascular permeability in the rat skin.

Authors:  O Laneuville; E J Corey; R Couture; C R Pace-Asciak
Journal:  Eicosanoids       Date:  1991

8.  A glutathione conjugate of hepoxilin A3: formation and action in the rat central nervous system.

Authors:  C R Pace-Asciak; O Laneuville; W G Su; E J Corey; N Gurevich; P Wu; P L Carlen
Journal:  Proc Natl Acad Sci U S A       Date:  1990-04       Impact factor: 11.205

9.  Isozyme specificity of rat liver glutathione S-transferases in the formation of PGF2 alpha and PGE2 from PGH2.

Authors:  M Chang; Y Hong; J R Burgess; C P Tu; C C Reddy
Journal:  Arch Biochem Biophys       Date:  1987-12       Impact factor: 4.013

10.  Resolution by DEAE-cellulose chromatography of the enzymatic steps in the transformation of arachidonic acid into 8, 11, 12- and 10, 11, 12-trihydroxy-eicosatrienoic acid by the rat lung.

Authors:  C R Pace-Asciak; K Mizuno; S Yamamoto
Journal:  Prostaglandins       Date:  1983-01
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  9 in total

Review 1.  The hepoxilins and some analogues: a review of their biology.

Authors:  Cecil R Pace-Asciak
Journal:  Br J Pharmacol       Date:  2009-04-30       Impact factor: 8.739

Review 2.  Epoxy allylic carbocations as conceptual intermediates in the biogenesis of diverse marine oxylipins.

Authors:  W H Gerwick
Journal:  Lipids       Date:  1996-12       Impact factor: 1.880

3.  Human and mouse eLOX3 have distinct substrate specificities: implications for their linkage with lipoxygenases in skin.

Authors:  Zheyong Yu; Claus Schneider; William E Boeglin; Alan R Brash
Journal:  Arch Biochem Biophys       Date:  2006-09-25       Impact factor: 4.013

4.  8R-Lipoxygenase-catalyzed synthesis of a prominent cis-epoxyalcohol from dihomo-γ-linolenic acid: a distinctive transformation compared with S-lipoxygenases.

Authors:  Jing Jin; William E Boeglin; Jin K Cha; Alan R Brash
Journal:  J Lipid Res       Date:  2011-12-10       Impact factor: 5.922

5.  Distinct cellular sources of hepoxilin A3 and leukotriene B4 are used to coordinate bacterial-induced neutrophil transepithelial migration.

Authors:  Michael A Pazos; Waheed Pirzai; Lael M Yonker; Christophe Morisseau; Karsten Gronert; Bryan P Hurley
Journal:  J Immunol       Date:  2014-12-29       Impact factor: 5.422

6.  Stable analogs of 13‑hydroxy-9,10-trans-epoxy-(11E)-octadecenoate (13,9-HEL), an oxidized derivative of linoleic acid implicated in the epidermal skin barrier.

Authors:  Gregory S Keyes; Kristen Maiden; Christopher E Ramsden
Journal:  Prostaglandins Leukot Essent Fatty Acids       Date:  2021-10-24       Impact factor: 4.006

Review 7.  The enzymology of human eicosanoid pathways: the lipoxygenase branches.

Authors:  Roger Gregory Biringer
Journal:  Mol Biol Rep       Date:  2020-08-03       Impact factor: 2.316

8.  The lipoxygenase gene ALOXE3 implicated in skin differentiation encodes a hydroperoxide isomerase.

Authors:  Zheyong Yu; Claus Schneider; William E Boeglin; Lawrence J Marnett; Alan R Brash
Journal:  Proc Natl Acad Sci U S A       Date:  2003-07-24       Impact factor: 11.205

9.  Steric analysis of epoxyalcohol and trihydroxy derivatives of 9-hydroperoxy-linoleic acid from hematin and enzymatic synthesis.

Authors:  Christopher P Thomas; William E Boeglin; Yoel Garcia-Diaz; Valerie B O'Donnell; Alan R Brash
Journal:  Chem Phys Lipids       Date:  2013-01-23       Impact factor: 3.329
  9 in total

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