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

(2S)-OMPT

Cayman Chemical Item Number 10005707

(2S)-OMPT

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Description

Lysophosphatidic acid (LPA) is a potent lipid mediator that elicits its effect through four distinct receptors - LPA1/EDG-2, LPA2/EDG-4, LPA3/EDG-7 and LPA4/GPR23.1,2 OMPT is a selective agonist of the LPA3 receptor. It exhibits EC50 values of 68 nM and >6.8 µM for calcium mobilization in LPA3 and LPA2-expressing Sf9 cells, respectively.3 The (2S)-OMPT enantiomer is 5- to 20-fold more active than (2R)-OMPT in calcium release assays in both LPA3-transfected Sf9 and rat hepatoma Rh7777 cells.4

1 Chun, J., Goetzl, E.J., Hla, T., et al. International union of pharmacology. XXXIV. Lysophospholipid receptor nomenclature. Pharmacol Rev 54 265-269 (2002).

2 Niu, S., Mitchell, D.C., and Litman, B.J. Trans fatty acid derived phospholipids show increased membrane cholesterol and reduced receptor activation as compared to their cis analogs. Biochemistry 44 4458-4465 (2005).

3 Hasegawa, Y., Erickson, J.R., Goddard, G.J., et al. Identification of a phosphothionate analogue of lysophosphatidic acid (LPA) as a selective agonist of the LPA3 receptor. J Biol Chem 278(14) 11962-11969 (2003).

4 Qian, L., Xu, Y., Hasegawa, Y., et al. Enantioselective responses to a phosphorothioate analogue of lysophosphatidic acid with LPA3 receptor-selective agonist activity. J Med Chem 46 5575-5578 (2003).

Formal Name (2S)-​3-​[(hydroxymercaptophosphinyl)oxy]-​2-​methoxypropyl ester,​ 9Z-​octadecenoic acid,​ triethyl ammonium salt
Molecular Formula C22H43O6PS · 2(C2H5)3N
Formula Weight 655.0
Formulation A solution in ethanol:chloroform (1:1)
Purity >98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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O=C(OC[C@H]​(OC)​COP(O)​(O)​=S)​CCCCCCC/C=C\CCCCCCCC

Background Reading

Hasegawa, Y., Erickson, J.R., Goddard, G.J., et al. Identification of a phosphothionate analogue of lysophosphatidic acid (LPA) as a selective agonist of the LPA3 receptor. J Biol Chem 278(14) 11962-11969 (2003).

Chun, J., Goetzl, E.J., Hla, T., et al. International union of pharmacology. XXXIV. Lysophospholipid receptor nomenclature. Pharmacol Rev 54 265-269 (2002).

Qian, L., Xu, Y., Hasegawa, Y., et al. Enantioselective responses to a phosphorothioate analogue of lysophosphatidic acid with LPA3 receptor-selective agonist activity. J Med Chem 46 5575-5578 (2003).

Niu, S., Mitchell, D.C., and Litman, B.J. Trans fatty acid derived phospholipids show increased membrane cholesterol and reduced receptor activation as compared to their cis analogs. Biochemistry 44 4458-4465 (2005).

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(2S)-OMPT is available in the following screening library:

Size Price Quantity Subtotal
500 µg $57.00 $0.00
1 mg $108.00 $0.00
5 mg $456.00 $0.00
10 mg $798.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

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

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

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