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Table 1 Summary of quantified oxylipins and PUFAs including their metabolism and principal biological activity

From: Longitudinal analysis of serum oxylipin profile as a novel descriptor of the inflammatory response to surgery

Compound

Synonym

PUFA precursor

Enzymatic Pathway

Intrinsic activity

Principal biological action

C20:3 (DGLA)

Dihomo-γ-linolenic acid

  

Inactive

 

C20:4 (AA)

Arachidonic acid

  

Inactive

 

C20:5 (EPA)

Eicosapentaenoic acid

  

Inactive

 

C22:6 (DHA)

Docosahexaenoic acid

  

Inactive

 

9-HODE

 

LA

LOX (12-LOX)

Active

Increases fibrinolysis

13-HODE

 

LA

LOX (15-LOX)

Active

Reduces platelets adhesivity

5-HETE

 

AA

LOX (5-LOX)

Active

Promotes neutrophil degranulation, stimulates calcium mobilisation

8-HETE

 

AA

LOX (15-LOX)

Active

Inhibits leukocyte migration and promotes wound healing by PPARα activation

11-HETE

 

AA

COX

Active

Chemo-attractant, promotes neutrophil recruitment

12-HETE

 

AA

LOX (12-LOX)

Active

Chemo-attractant, promotes neutrophil recruitment

15-HETE

 

AA

LOX (15-LOX)

Active

Inhibits both neutrophil migration through the endothelium and LTB4 synthesis, activates PPARβ/δ

5,6-DHET

 

AA

CYP450

Inactive

Stable marker for 5,6-EET which promotes angiogenesis

8,9-DHET

 

AA

CYP450

Inactive

Stable marker for 8,9-EET which promotes angiogenesis

11,12-DHET

 

AA

CYP450

Inactive

Stable marker for 11,12-EET which promotes angiogenesis and new tissue formation

14,15-DHET

 

AA

CYP450

Inactive

Stable marker for 14,15-EET which promotes new tissue formation

14-HDoHE

 

DHA

LOX (12-LOX)

Active

Promotes wound closure and healing

17-HDoHE

 

DHA

LOX (15-LOX)

Active

Inhibits pro-inflammatory mechanisms

12-Oxo-LTB4

12-Oxo leukotriene B4

AA

LOX (5-LOX)

Active

Stable marker for LTB4 which is chemo-attractant and promotes neutrophil recruitment

6-Keto-PGF1α

6-Keto prostaglandin F1α

AA

COX

Inactive

Stable marker for PGI2 which inhibits platelet aggregation and induces vasodilatation

PGF2α

Prostaglandin F2α

AA

COX

Active

Promotes vasoconstriction

TxB2

Thromboxane B2

AA

COX

Inactive

Increases platelet aggregation, stimulates activation of new platelets

  1. HODE hydroxyoctadecadienoic acid, HETE hydroxy eicosatetraenoic acid, DHET dihydroxyeicosatrienoic acid, HDoHE hydroxy docosahexaenoic acid, LA linoleic acid, EET epoxyeicosatrienoic acid, LT leukotriene, LOX leukotriene oxidase, CYP450 cytochrome P450, COX cyclo-oxygenase, PG prostaglandin, PPAR peroxisome proliferator-activated receptor. Some oxylipins can present a time-dependent inflammatory activity which may be different from the main reported one