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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

15-deoxy-Δ12,14-Prostaglandin J2-2-glycerol ester

Cayman Chemical Item Number 10010132

15-deoxy-Δ12,14-PGJ2-2-glycerol ester

15-deoxy-Δ12,14-Prostaglandin J2-2-glycerol ester

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Description

15-deoxy-Δ12,14-Prostaglandin J2-2-glycerol ester (15-deoxy-Δ12,14-PGJ2-2-glycerol ester) is formed from PGD2 by the elimination of two molecules of water. It binds selectively to PPARγ with an EC50 value of 2 µM in a murine chimera system.1,2 15-deoxy-Δ12,14-PGJ2-2-glycerol ester is more potent than PGD2, Δ12-PGJ2, and PGJ2 in stimulating lipogenesis in C3H10T1/2 cells. The EC50 value for induction of adipocyte differentiation in cultured fibroblasts is 7 µM.1 PG glycerol esters are generated by the action of cyclooxygenase-2 on the endocannabinoid 2-arachidonyl glycerol.3 The biosynthesis of PGH, PGD, PGE, PGF, and TXA-2-glyceryl ester compounds have all been documented. While the stability and metabolism of these PG products has been investigated,4 little is known about their intrinsic biological activity.

1 Kliewer, S.A., Lenhard, J.M., Willson, T.M., et al. A prostaglandin J2 metabolite binds peroxisome proliferator-activated receptor γ and promotes adipocyte differentiation. Cell 83 813-819 (1995).

2 Forman, B.M., Tontonoz, P., Chen, J., et al. 15-Deoxy-Δ12,14-prostaglandin J2 is a ligand for the adipocyte determination factor PPARγ. Cell 83 803-812 (1995).

3 Kozak, K.R., Crews, B.C., Morrow, J.D., et al. Metabolism of the endocannabinoids, 2-arachidonylgycerol and anandamide, into prostaglandin, thromboxane, and prostacyclin glycerol esters and ethanolamides. J Biol Chem 277(47) 44877-44885 (2002).

4 Kozak, K.R., Crews, B.C., Ray, J.L., et al. Metabolism of prostaglandin glycerol esters and prostaglandin ethanolamides in vitro and in vivo. J Biol Chem 276(40) 36993-36998 (2001).

Synonyms
  • 15-deoxy-Δ12,14-PGJ2-2-glycerol ester
Formal Name 11-​oxo-​prosta-​5Z,​9,​12E,​14Z-​tetraen-​1-​oic acid,​ 2-​glycerol ester
Molecular Formula C23H34O5
Formula Weight 390.5
Formulation A solution in ethanol
Purity ≥98% (isomer mixture)
Stability 6 months
Storage -80°C
Shipping Dry ice in continental US; may vary elsewhere
SMILES
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CCCCC/C=C\C=C1\[C@@H]​(C/C=C\CCCC(=O)​OC(CO)​CO)​C=CC/1=O

Background Reading

Kliewer, S.A., Lenhard, J.M., Willson, T.M., et al. A prostaglandin J2 metabolite binds peroxisome proliferator-activated receptor γ and promotes adipocyte differentiation. Cell 83 813-819 (1995).

Forman, B.M., Tontonoz, P., Chen, J., et al. 15-Deoxy-Δ12,14-prostaglandin J2 is a ligand for the adipocyte determination factor PPARγ. Cell 83 803-812 (1995).

Kozak, K.R., Crews, B.C., Morrow, J.D., et al. Metabolism of the endocannabinoids, 2-arachidonylgycerol and anandamide, into prostaglandin, thromboxane, and prostacyclin glycerol esters and ethanolamides. J Biol Chem 277(47) 44877-44885 (2002).

Kozak, K.R., Crews, B.C., Ray, J.L., et al. Metabolism of prostaglandin glycerol esters and prostaglandin ethanolamides in vitro and in vivo. J Biol Chem 276(40) 36993-36998 (2001).

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Size Price Quantity Subtotal
100 µg $36.00 $0.00
500 µg $162.00 $0.00
1 mg $288.00 $0.00
5 mg $1,260.00 $0.00
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Cart Total $0.00

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Pricing updated 2012-02-12. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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