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Obesity is positively associated with arachidonic acid-derived 5- and 11-hydroxyeicosatetraenoic acid (HETE).

Abstract Oxylipids are oxygenated polyunsaturated fatty acid (PUFA) metabolites that are responsible for the onset and resolution of the inflammatory response. Enzymatic oxygenation through the lipoxygenase (LOX) or cytochrome P450 (CYP) pathways can form oxylipids that have either proinflammatory or proresolving functions depending on the type of PUFA substrate and degree of metabolism. The objective of this study was to determine how PUFA substrates and their corresponding oxylipids are associated with obesity.
PMID
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Authors

Mayor MeshTerms
Keywords

Epoxide hydrolase

HETE

Obesity

Oxylipids

Vicinal diol

Journal Title metabolism: clinical and experimental
Publication Year Start




PMID- 28403941
OWN - NLM
STAT- MEDLINE
DA  - 20170413
DCOM- 20170419
LR  - 20170419
IS  - 1532-8600 (Electronic)
IS  - 0026-0495 (Linking)
VI  - 70
DP  - 2017 May
TI  - Obesity is positively associated with arachidonic acid-derived 5- and
      11-hydroxyeicosatetraenoic acid (HETE).
PG  - 177-191
LID - S0026-0495(17)30047-1 [pii]
LID - 10.1016/j.metabol.2017.01.034 [doi]
AB  - BACKGROUND: Oxylipids are oxygenated polyunsaturated fatty acid (PUFA)
      metabolites that are responsible for the onset and resolution of the inflammatory
      response. Enzymatic oxygenation through the lipoxygenase (LOX) or cytochrome P450
      (CYP) pathways can form oxylipids that have either proinflammatory or
      proresolving functions depending on the type of PUFA substrate and degree of
      metabolism. The objective of this study was to determine how PUFA substrates and 
      their corresponding oxylipids are associated with obesity. METHODS: Plasma
      non-esterified FA and oxylipids were isolated from 123 Caucasian males using
      solid phase extraction and quantified using high performance liquid
      chromatography-tandem mass spectrometry. Statistical analyses included linear
      regressions and polytomous logistic regressions, and the responses were body mass
      index (BMI) and waist circumference (WC), and serum leptin, total adiponectin,
      interleukin-6 (IL-6), tumor necrosis factor-alpha (TNF-alpha), and C-peptide.
      Models were adjusted for age and smoking, and p-values were corrected for false
      discovery per Benjamini-Hochberg and Bonferroni. RESULTS: We report that BMI, WC,
      and several serum cytokines were highly associated arachidonic acid (ARA)-derived
      hydroxyeicosatetraenoic acids (HETEs), and vicinal diols (i.e., alcohols on
      adjacent carbon atoms) derived from several PUFAs. There was a significant linear
      relationship between BMI, WC, and serum leptin, and ARA-derived 5-, 11-, and
      15-HETE. Specifically, BMI and WC were positively associated with proinflammatory
      5- and 11-hydroxyeicosatetraenoic acid (HETE), even after normalization to ARA
      concentrations and false discovery p-value correction. Individuals with 5-HETE
      concentrations >5.01nmol/L or 11-HETE concentrations and >0.89nmol/L were over 5 
      times more likely to be obese compared to those with </=1.86nmol/L and
      </=0.39nmol/L, respectively. Vicinal diols from linoleic, eicosapentaenoic, and
      docosahexaenoic acid were inversely associated with obesity. Across all
      statistical tests, vicinal diols were inversely associated with obesity whether
      normalized to parent PUFA concentrations or normalized to precursor epoxides.
      Interestingly, the proinflammatory cytokines IL-6 and TNF-alpha were not
      associated with any oxylipids. Since 5-HETE is a 5LOX product, 11-HETE is marker 
      of lipid peroxidation, and vicinal diols are formed through soluble epoxide
      hydrolase (sEH) metabolism of CYP epoxygenated PUFAs, therefore, these results
      indicate that obesity is likely associated with altered metabolism with distinct 
      oxygenating pathways. Taken together, our results indicate that obesity is
      associated with specific oxylipids indicative of altered PUFA metabolism through 
      several pathways (i.e., LOX, reactive oxygen species, and sEH and CYP
      epoxygenase), rather than attributed solely to altered dietary PUFA intake.
CI  - Copyright (c) 2017 Elsevier Inc. All rights reserved.
FAU - Pickens, Charles Austin
AU  - Pickens CA
AD  - Department of Food Science and Human Nutrition, East Lansing, MI, United States.
FAU - Sordillo, Lorraine M
AU  - Sordillo LM
AD  - College of Veterinary Medicine, East Lansing, MI, United States.
FAU - Zhang, Chen
AU  - Zhang C
AD  - Department of Chemistry, Michigan State University, East Lansing, MI, United
      States.
FAU - Fenton, Jenifer I
AU  - Fenton JI
AD  - Department of Food Science and Human Nutrition, East Lansing, MI, United States. 
      Electronic address: [email protected]
LA  - eng
PT  - Journal Article
DEP - 20170207
PL  - United States
TA  - Metabolism
JT  - Metabolism: clinical and experimental
JID - 0375267
RN  - 0 (Biomarkers)
RN  - 0 (Fatty Acids, Unsaturated)
RN  - 0 (Hydroxyeicosatetraenoic Acids)
RN  - 27YG812J1I (Arachidonic Acid)
RN  - 467RNW8T91 (5-hydroxy-6,8,11,14-eicosatetraenoic acid)
RN  - 73151-66-3 (11-hydroxy-5,8,12,14-eicosatetraenoic acid)
RN  - 9035-51-2 (Cytochrome P-450 Enzyme System)
RN  - EC 1.13.11.12 (Lipoxygenase)
SB  - IM
MH  - Aged
MH  - Arachidonic Acid/*metabolism
MH  - Biomarkers/blood
MH  - Cross-Sectional Studies
MH  - Cytochrome P-450 Enzyme System/metabolism
MH  - European Continental Ancestry Group
MH  - Fatty Acids, Unsaturated/blood/metabolism
MH  - Humans
MH  - Hydroxyeicosatetraenoic Acids/*blood
MH  - Inflammation/diagnosis
MH  - Lipoxygenase/metabolism
MH  - Male
MH  - Metabolic Networks and Pathways
MH  - Middle Aged
MH  - Obesity/*metabolism/pathology
OTO - NOTNLM
OT  - Epoxide hydrolase
OT  - HETE
OT  - Obesity
OT  - Oxylipids
OT  - Vicinal diol
EDAT- 2017/04/14 06:00
MHDA- 2017/04/20 06:00
CRDT- 2017/04/14 06:00
PHST- 2016/12/13 [received]
PHST- 2017/01/27 [revised]
PHST- 2017/01/31 [accepted]
AID - S0026-0495(17)30047-1 [pii]
AID - 10.1016/j.metabol.2017.01.034 [doi]
PST - ppublish
SO  - Metabolism. 2017 May;70:177-191. doi: 10.1016/j.metabol.2017.01.034. Epub 2017
      Feb 7.

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