Literature DB >> 2147773

Stereochemical analysis of hydroxylated docosahexaenoates produced by human platelets and rat brain homogenate.

H Y Kim1, J W Karanian, T Shingu, N Salem.   

Abstract

The stereochemical configuration of hydroxylated products of docosahexaenoic acid (22:6w3) formed by human platelets and rat brain homogenate were characterized for the first time. Chiral phase HPLC was employed along with autooxidized 22:6w3 as reference material. The 14- and 11-hydroxy 22:6w3 (HDHE) products produced by human platelets were in the S configuration. Rat brain homogenate produced all of the ten possible positional isomers when incubated with 22:6w3. Their retention behavior on the reversed and chiral phase HPLC columns and GC/MS/EI analysis indicated that they were 20-, 17-, 16-, 14-, 13-, 11-, 10-, 8-, 7- and 4-HDHE. However, stereochemical analysis revealed that each positional isomer was a racemic mixture, suggesting that these were not formed by lipoxygenation but mainly by peroxidation process.

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Year:  1990        PMID: 2147773     DOI: 10.1016/0090-6980(90)90110-h

Source DB:  PubMed          Journal:  Prostaglandins        ISSN: 0090-6980


  12 in total

1.  Novel 14S,21-dihydroxy-docosahexaenoic acid rescues wound healing and associated angiogenesis impaired by acute ethanol intoxication/exposure.

Authors:  Haibin Tian; Yan Lu; Shraddha P Shah; Song Hong
Journal:  J Cell Biochem       Date:  2010-10-01       Impact factor: 4.429

2.  The structure-activity relationship of lipoxygenase products of long-chain polyunsaturated fatty acids: effects on human platelet aggregation.

Authors:  J W Karanian; H Y Kim; N Salem
Journal:  Lipids       Date:  1996-03       Impact factor: 1.880

3.  Evidence for the involvement of docosahexaenoic acid in cholinergic stimulated signal transduction at the synapse.

Authors:  C R Jones; T Arai; S I Rapoport
Journal:  Neurochem Res       Date:  1997-06       Impact factor: 3.996

4.  Resolvin D1, protectin D1, and related docosahexaenoic acid-derived products: Analysis via electrospray/low energy tandem mass spectrometry based on spectra and fragmentation mechanisms.

Authors:  Song Hong; Yan Lu; Rong Yang; Katherine H Gotlinger; Nicos A Petasis; Charles N Serhan
Journal:  J Am Soc Mass Spectrom       Date:  2006-10-19       Impact factor: 3.109

Review 5.  Mechanisms of action of docosahexaenoic acid in the nervous system.

Authors:  N Salem; B Litman; H Y Kim; K Gawrisch
Journal:  Lipids       Date:  2001-09       Impact factor: 1.880

6.  14S,21R-dihydroxydocosahexaenoic acid remedies impaired healing and mesenchymal stem cell functions in diabetic wounds.

Authors:  Haibin Tian; Yan Lu; Shraddha P Shah; Song Hong
Journal:  J Biol Chem       Date:  2010-11-26       Impact factor: 5.157

7.  Novel 14,21-dihydroxy-docosahexaenoic acids: structures, formation pathways, and enhancement of wound healing.

Authors:  Yan Lu; Haibin Tian; Song Hong
Journal:  J Lipid Res       Date:  2009-11-05       Impact factor: 5.922

8.  12/15-Lipoxygenase deficiency reduces densities of mesenchymal stem cells in the dermis of wounded and unwounded skin.

Authors:  S Hong; B V Alapure; Y Lu; H Tian; Q Wang
Journal:  Br J Dermatol       Date:  2014-07-17       Impact factor: 9.302

9.  Maresin-like lipid mediators are produced by leukocytes and platelets and rescue reparative function of diabetes-impaired macrophages.

Authors:  Song Hong; Yan Lu; Haibin Tian; Bhagwat V Alapure; Quansheng Wang; Bruce A Bunnell; James Monroe Laborde
Journal:  Chem Biol       Date:  2014-09-04

10.  Maresins: novel macrophage mediators with potent antiinflammatory and proresolving actions.

Authors:  Charles N Serhan; Rong Yang; Kimberly Martinod; Kie Kasuga; Padmini S Pillai; Timothy F Porter; Sungwhan F Oh; Matthew Spite
Journal:  J Exp Med       Date:  2008-12-22       Impact factor: 14.307

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