Resolvin E2

Identification and Anti-Inflammatory Actions: Pivotal Role of Human 5-Lipoxygenase in Resolvin E Series Biosynthesis

Eric Tjonahen, Sungwhan F. Oh, Jeffrey Siegelman, Siva Elangovan, Katherine B. Percarpio, Song Hong, Makoto Arita, Charles N. Serhan

Research output: Contribution to journalArticle

155 Citations (Scopus)

Abstract

The family of resolvins consists of omega-3 fatty acid-derived mediators, including E series resolvins generated from eicosapentaenoic acid (EPA), and carry potent anti-inflammatory properties. Here, we report the isolation, identification, and bioactions of resolvin E2 (RvE2), which is 5S,18-dihydroxy-eicosapentaenoic acid. RvE2 stopped zymosan-induced polymorphonuclear (PMN) leukocyte infiltration and displayed potent anti-inflammatory properties in murine peritonitis. We also demonstrate that human recombinant 5-lipoxygenase generates RvE2 from a common precursor of E series resolvins, namely, 18-hydroxyeicosapentaenoate (18-HEPE). Furthermore, the initial 5-hydroperoxide intermediate was also converted to a 5(6)-epoxide intermediate in RvE1 formation. These results demonstrate that RvE2, together with RvE1, may contribute to the beneficial actions of omega-3 fatty acids in human diseases. Moreover, they indicate that the 5-lipoxygenase in human leukocytes is a pivotal enzyme that can produce both pro- and anti-inflammatory chemical mediators.

Original languageEnglish
Pages (from-to)1193-1202
Number of pages10
JournalChemistry and Biology
Volume13
Issue number11
DOIs
Publication statusPublished - 2006 Nov
Externally publishedYes

Fingerprint

Arachidonate 5-Lipoxygenase
Biosynthesis
Anti-Inflammatory Agents
Eicosapentaenoic Acid
Omega-3 Fatty Acids
Zymosan
Epoxy Compounds
Peritonitis
Infiltration
Hydrogen Peroxide
Neutrophils
Leukocytes
resolvin E2
Enzymes
5S,12R,18R-trihydroxy-6Z,8E,10E,14Z,16E-eicosapentaenoic acid

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Tjonahen, E., Oh, S. F., Siegelman, J., Elangovan, S., Percarpio, K. B., Hong, S., ... Serhan, C. N. (2006). Resolvin E2: Identification and Anti-Inflammatory Actions: Pivotal Role of Human 5-Lipoxygenase in Resolvin E Series Biosynthesis. Chemistry and Biology, 13(11), 1193-1202. https://doi.org/10.1016/j.chembiol.2006.09.011

Resolvin E2 : Identification and Anti-Inflammatory Actions: Pivotal Role of Human 5-Lipoxygenase in Resolvin E Series Biosynthesis. / Tjonahen, Eric; Oh, Sungwhan F.; Siegelman, Jeffrey; Elangovan, Siva; Percarpio, Katherine B.; Hong, Song; Arita, Makoto; Serhan, Charles N.

In: Chemistry and Biology, Vol. 13, No. 11, 11.2006, p. 1193-1202.

Research output: Contribution to journalArticle

Tjonahen, Eric ; Oh, Sungwhan F. ; Siegelman, Jeffrey ; Elangovan, Siva ; Percarpio, Katherine B. ; Hong, Song ; Arita, Makoto ; Serhan, Charles N. / Resolvin E2 : Identification and Anti-Inflammatory Actions: Pivotal Role of Human 5-Lipoxygenase in Resolvin E Series Biosynthesis. In: Chemistry and Biology. 2006 ; Vol. 13, No. 11. pp. 1193-1202.
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