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(2S)-OMPT (CAS 1217471-69-6) LS-H5

LPA3 agonist
LS-H5-500 / 500 µg / $205
LS-H5-1000 / 1000 µg / $235
LS-H5-5000 / 5000 µg / $475
LS-H5-10000 / 10000 µg / $830
USA Shipment Only
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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. OMPT is a selective agonist of the lysophosphatidic acid 3 (LPA3) receptor. It exhibits EC50 values of 68 nM and >6.8 µM for calcium mobilization in LPA1 and LPA2-expressing Sf9 cells, respectively. 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. H5_ChemicalStructureImage.png
(2S)-3-[(hydroxymercaptophosphinyl)oxy]-2-methoxypropyl ester, 9Z-octadecenoic acid, triethyl ammonium salt
 
biochemical, chemical, agonist
LS-H5
1217471-69-6
C22H43O6PS • 2(C2H5)3N
≥98%
A solution in ethanol:chloroform (1:1)
0
O=C(OC[C@H](OC)COP(O)(O)=S)CCCCCCC/C=C\CCCCCCCC
InChI=1S/C22H43O6PS/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-22(23)27-19-21(26-2)20-28-29(24,25)30/h10-11,21H,3-9,12-20H2,1-2H3,(H2,24,25,30)/b11-10-/t21-/m0/s1
FCVJYKICQNLXAX-XPTLAUCJSA-N
Shipped Ambient, store at -20°C, ≥ 1 year shelf life.
This product is for research use only. Not for administration to humans, or for human or veterinary diagnostic or therapeutic use.
Data Sheet DataSheet    SDS SDS
Related Products: LPAR3 / LPA3 / EDG7 related products

Usage Information

(2S)-OMPT is supplied in a (1:1) solution of ethanol:chloroform. To change the solvent, simply evaporate the ethanol:chloroform under a gentle stream of nitrogen and immediately add the solvent of choice. Solvents such as ethanol, DMSO, and dimethyl formamide purged with an inert gas can be used. The solubility of (2S)-OMPT in these solvents is at least 30 mg/ml. Further dilutions of the stock solution into aqueous buffers or isotonic saline should be made prior to performing biological experiments. Ensure that the residual amount of organic solvent is insignificant, since organic solvents may have physiological effects at low concentrations. If an organic solvent-free solution of (2S)-OMPT is needed, it can be prepared by evaporating the ethanol:chloroform and directly dissolving the neat oil in aqueous buffers. The solubility of (2S)-OMPT in PBS (pH 7.2) is at least 10 mg/ml. We do not recommend storing the aqueous solution for more than one day.

References:
  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.-L., 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).

 


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