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Lipids

, Volume 50, Issue 1, pp 3–12 | Cite as

13-Oxo-9(Z),11(E),15(Z)-octadecatrienoic Acid Activates Peroxisome Proliferator-Activated Receptor γ in Adipocytes

  • Haruya Takahashi
  • Hideyuki Hara
  • Tsuyoshi Goto
  • Kosuke Kamakari
  • Nomura Wataru
  • Shinsuke Mohri
  • Nobuyuki Takahashi
  • Hideyuki Suzuki
  • Daisuke Shibata
  • Teruo Kawada
Original Article

Abstract

Peroxisome proliferator-activated receptor (PPAR)γ is expressed in adipose tissue and plays a key role in the regulation of adipogenesis. PPARγ activators are known to have potent antihyperglycemic activity and are used to treat insulin resistance associated with diabetes. Therefore, many natural and synthetic agonists of PPARγ are used in the treatment of glucose disorders. In the present study, we found that 13-oxo-9(Z),11(E),15(Z)-octadecatrienoic acid (13-oxo-OTA), a linolenic acid derivative, is present in the extract of tomato (Solanum lycopersicum), Mandarin orange (Citrus reticulata), and bitter gourd (Momordica charantia). We also found that 13-oxo-OTA activated PPARγ and induced the mRNA expression of PPARγ target genes in adipocytes, thereby promoting differentiation. Furthermore, 13-oxo-OTA induced secretion of adiponectin and stimulated glucose uptake in adipocytes. To our knowledge, this is the first study to report that 13-oxo-OTA induces adipogenesis through PPARγ activation and to present 13-oxo-OTA as a valuable food-derived compound that may be applied in the management of glucose metabolism disorders.

Keywords

PPARγ Oxylipin Adipocyte LC–MS Adiponectin Glucose uptake 

Abbreviations

13-oxo-ODA

13-Oxo-9,11-octadecadienoic acid

13-Oxo-OTA

13-Oxo-9(Z),11(E),15(Z)-octadecatrienoic acid

9-oxo-ODA

9-Oxo-10,12-octadecadienoic acid

aP2

Fatty acid-binding protein

BCA

Bicinchoninic acid

BSA

Bovine serum albumin

CEBP

CCAAT/enhancer binding protein

DMEM

Dulbecco’s modified Eagle’s medium

EtOH

Ethanol

HAD

cis-10-Heptadecenoic acid

HKR

HEPES-Krebs–Ringer buffer

HMW

High molecular weight

HPLC

High-performance liquid chromatography

IBMX

1-Methyl-3-isobutylxanthine

LC–MS

Liquid chromatography–mass spectrometry

LIA

Linoleic acid

LMW

Low molecular weight

LNA

Linolenic acid

LPL

Lipoprotein lipase

PBS

Phosphate-buffered saline

PPAR

Peroxisome proliferator-activated receptors

PPRE

PPAR response elements

PVDF

Polyvinylidene difluoride

QTOF-MS

Quadrupole-time-of-flight MS

RXR

Retinoid X receptor

SDS-PAGE

Sodium dodecyl sulfate polyacrylamide gel electrophoresis

TG

Triglyceride

TZD

Thiazolidinedione

UPLC

Ultra performance LC

Notes

Acknowledgments

The authors thank S. Shinoto and M. Sakai for secretarial and technical support, respectively. This work was supported in part by Research and Development Projects for Application in Promoting New Policies Agriculture, Forestry, and Fisheries of Japan, by grants-in-aid for Scientific Research from the Ministry of Education, Culture, Sports, Science, and Technology of Japan (22228001 and 24688015), and by Research Fellowships of the Japan Society for the Promotion of Science for Young Scientists (24521).

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Copyright information

© AOCS 2014

Authors and Affiliations

  • Haruya Takahashi
    • 1
  • Hideyuki Hara
    • 1
  • Tsuyoshi Goto
    • 1
    • 2
  • Kosuke Kamakari
    • 1
  • Nomura Wataru
    • 1
  • Shinsuke Mohri
    • 1
  • Nobuyuki Takahashi
    • 1
    • 2
  • Hideyuki Suzuki
    • 3
  • Daisuke Shibata
    • 3
  • Teruo Kawada
    • 1
    • 2
  1. 1.Laboratory of Molecular Functions of Food, Division of Food Science and Biotechnology, Graduate School of AgricultureKyoto UniversityUjiJapan
  2. 2.Research Unit for Physiological ChemistryKyoto UniversityKyotoJapan
  3. 3.Kazusa DNA Research InstituteKisarazuJapan

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