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KMN-80 (CAS 1628759-75-0) LS-H118

EP4 agonist
LS-H118-100 / 100 µg / $195
LS-H118-500 / 500 µg / $225
LS-H118-1000 / 1000 µg / $255
USA Shipment Only
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Description: The prostaglandin E receptor 4 (EP4) is one of four G protein-coupled receptors that mediate the actions of prostaglandin E2 (PGE2). Binding of PGE2 to the EP4 receptor causes an increase in intracellular cyclic AMP, which plays important roles in bone formation and resorption, cancer, and atherosclerosis. KMN-80 is a substituted gamma -lactam (pyrrolidinone) derivative of PGE1 that acts as a selective and potent agonist of EP4 with an IC50 value of 3 nM (IC50 = 1.4 µM for EP3 and > 10 µM for all other prostanoid receptors). In functional assays it has been shown to stimulate secreted alkaline phosphatase gene reporter activity in EP4-transfected HEK293 cells with an EC50 value of 0.19 nM, demonstrating >5,000 and 50,000-fold selectivity against EP2 and TP, respectively. KMN-80 can induce the differentiation of bone marrow stem cells from both young and aged rats into osteoblasts in vitro (EC50s = 20 and 153 nM, respectively) and exhibits favorable tolerability up to at least 10 µM, whereas the EP4 agonist L-902,688 is highly cytotoxic at similar concentrations in these cells. H118_ChemicalStructureImage.png
7-((R)-2-((3S,4S,E)-3-hydroxy-4-methylnon-1-en-6-yn-1-yl)-5-oxopyrrolidin-1-yl)heptanoic acid
 
biochemical, chemical, agonist
LS-H118
1628759-75-0
C21H33NO4
≥98%
A solution in ethanol
0
O=C1N(CCCCCCC(O)=O)[C@@H](/C=C/[C@@H](O)[C@@H](C)CC#CCC)CC1
InChI=1S/C21H33NO4/c1-3-4-7-10-17(2)19(23)14-12-18-13-15-20(24)22(18)16-9-6-5-8-11-21(25)26/h12,14,17-19,23H,3,5-6,8-11,13,15-16H2,1-2H3,(H,25,26)/b14-12+/t17-,18-,19+/m0/s1
CBIUADIJQPJQEZ-VIDOSBHOSA-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: PTGER4 / EP4 related products

Usage Information

KMN-80 is supplied as a solution in ethanol. To change the solvent, simply evaporate the ethanol under a gentle stream of nitrogen and immediately add the solvent of choice. Solvents such as et DMSO and dimethyl formamide, purged with an inert gas can be used. The solubility of KMN-80 in these solvents is approximately 15 and 20 mg/ml, respectively. KMN-80 is sparingly soluble in aqueous buffers. For maximum solubility in aqueous buffers, the ethanolic solution of KMN-80 should be diluted with the aqueous buffer of choice. KMN-80 has a solubility of approximately 0.5 mg/ml in a 1:1 solution of ethanol:PBS (pH 7.2) using this method. We do not recommend storing the aqueous solution for more than one day.

References:
  1. Li, M., Thompson, D.D., and Paralkar, V.M. Int. Orthop. 31, 767-772 (2007).
  2. Hawcroft, G., Ko, C.W.S., and Hull, M.A. Oncogene 26, 3006-3019 (2007).
  3. Babaev, V.R., Chew, J.D., Ding, L., et al. Cell Metab. 8, 492-501 (2008).
  4. Konya, V., Marsche, G., Schuligoi, R., et al. Pharmacol. Ther. 138(3), 485-502 (2013).
  5. Barrett, S.D., Ciske, F.L., Endres, G.W., et al. Novel Potent Lactam Acetylene EP4 Agonists Stimulate Alkaline Phosphatase Production and Differentiation in Bone Marrow Cells, (2014).

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