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 language | English |
|---|---|
| Pages (from-to) | 1193-1202 |
| Number of pages | 10 |
| Journal | Chemistry and Biology |
| Volume | 13 |
| Issue number | 11 |
| DOIs | |
| Publication status | Published - 2006 Nov |
| Externally published | Yes |
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ASJC Scopus subject areas
- Organic Chemistry
Cite this
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 journal › Article
}
TY - JOUR
T1 - Resolvin E2
T2 - Identification and Anti-Inflammatory Actions: Pivotal Role of Human 5-Lipoxygenase in Resolvin E Series Biosynthesis
AU - Tjonahen, Eric
AU - Oh, Sungwhan F.
AU - Siegelman, Jeffrey
AU - Elangovan, Siva
AU - Percarpio, Katherine B.
AU - Hong, Song
AU - Arita, Makoto
AU - Serhan, Charles N.
PY - 2006/11
Y1 - 2006/11
N2 - 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.
AB - 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.
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UR - http://www.scopus.com/inward/citedby.url?scp=33751020561&partnerID=8YFLogxK
U2 - 10.1016/j.chembiol.2006.09.011
DO - 10.1016/j.chembiol.2006.09.011
M3 - Article
VL - 13
SP - 1193
EP - 1202
JO - Cell Chemical Biology
JF - Cell Chemical Biology
SN - 2451-9448
IS - 11
ER -