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Rivenprost (CAS 256382-08-8) LS-H93

EP4 receptor agonist
LS-H93-500 / 500 µg / $215
LS-H93-1000 / 1000 µg / $265
LS-H93-5000 / 5000 µg / $620
USA Shipment Only
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Description: Prostaglandin E2 activates four distinct G protein-coupled receptors, EP1-4. Rivenprost is a potent and selective agonist for the EP4 receptor (Ki = 0.7, 56, 620, and >10,000 nM for EP4, EP3, EP2, and EP1, respectively). It has been used to promote EP4-mediated bone formation, prevent bone loss related to osteoporosis, drive osteoblast differentiation, and stabilize bone implants. Rivenprost has also been used to support wound healing. H93_ChemicalStructureImage.png
4-[[2R-[3R-hydroxy-2-[3S-hydroxy-4-[3-(methoxymethyl)phenyl]-1R-buten-1E-yl]-5-oxocyclopentyl]ethyl]thio]-butanoic acid, methyl ester
ONO-4819
biochemical, chemical, agonist
LS-H93
256382-08-8
C24H34O6S
≥98%
A solution in methyl acetate
0
O=C1[C@H](CCSCCCC(OC)=O)[C@@H](/C=C/[C@@H](O)CC2=CC(COC)=CC=C2)[C@H](O)C1
InChI=1S/C24H34O6S/c1-29-16-18-6-3-5-17(13-18)14-19(25)8-9-20-21(23(27)15-22(20)26)10-12-31-11-4-7-24(28)30-2/h3,5-6,8-9,13,19-22,25-26H,4,7,10-12,14-16H2,1-2H3/b9-8+/t19-,20-,21-,22-/m1/s1
FBQUXLIJKPWCAO-AZIFJQEOSA-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

Rivenprost is supplied as a solution in methyl acetate. To change the solvent, simply evaporate the methyl acetate under a gentle stream of nitrogen and immediately add the solvent of choice. Solvents such as ethanol, DMSO, and dimethyl formamide (DMF) purged with an inert gas can be used. The solubility of rivenprost in ethanol and DMF is approximately 30 mg/ml and approximately 20 mg/ml in DMSO. 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 rivenprost is needed, it can be prepared by evaporating the methyl acetate and directly dissolving the neat oil in aqueous buffers. The solubility of rivenprost in PBS, pH 7.2, is approximately 3 mg/ml. We do not recommend storing the aqueous solution for more than one day.

References:
  1. Yoshida, K., Oida, H., Kobayashi, T., et al. Stimulation of bone formation and prevention of bone loss by prostaglandin E EP4 receptor activation. Proc. Natl. Acad. Sci. USA 99(7), 4580-4585 (2002).
  2. Ninomiya, T., Hosoya, A., Hiraga, T., et al. Prostaglandin E2 receptor EP4-selective agonist (ONO-4819) increases bone formation by modulating mesenchymal cell differentiation. Eur. J. Pharmacol. 650, 396-402 (2011).
  3. Nakagawa, K., Imai, Y., Ohta, Y., et al. Prostaglandin E2 EP4 agonist (ONO-4819) accelerates BMP-induced osteoblastic differentiation. Bone 41, 543-548 (2007).
  4. Ito, M., Nakayama, K., Konaka, A., et al. Effects of a prostaglandin EP4 agonist, ONO-4819, and risedronate on trabecular microstructure and bone strength in mature ovariectomized rats. Bone 39, 453-459 (2006).
  5. Hayashi, K., Fotovati, A., Abu Ali, S., et al. Effect of a prostaglandin EP4 receptor agonist on early fixation of hydroxyapatite/titanium composite- and titanium-coated rough-surfaced implants in ovariectomized rats. J. Biomed. Mater. Res. A 92(3), 1202-1209 (2010).

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