Holiday Notification: Cayman Chemical will be closed Monday, May 28, 2012, in observance of the Memorial Day holiday. More…

Please feel free to continue placing orders via our website or via fax at 734-971-3640. You may send an email to customer service at custserv@caymanchem.com , or to technical support at techserv@caymanchem.com which we will respond to the next business day. Cayman will resume regular business hours and shipping schedules on Tuesday, May 29, 2012. Thank you for your patience and understanding.

15(R)-15-methyl Prostaglandin E₂

Cayman Chemical Item Number 14725

15(R)-15-methyl PGE₂; Arbaprostil (CAS 55028-70-1)

15(R)-15-methyl Prostaglandin E2 (CAS 55028-70-1)

See more	Prostaglandins (517)

Description

15(R)-15-methyl PGE₂ is a prodrug for the potent PGE₂ analog 15(S)-15-methyl PGE₂.¹ Acid-catalyzed epimerization in the stomach produces the 15(S)-hydroxy compound which is biologically active.² Oral administration of 15(R)-15-methyl PGE₂ to dogs or rats at 10-300 µg/kg results in a dose-dependent inhibition of gastric acid secretion and an increase in the rate of duodenal bicarbonate secretion.^3,4

1 Yankee, E.W., Axen, U., and Bundy, G.L. Total synthesis of 15-methylprostaglandins. J Am Chem Soc 96 5865-5876 (1974).

2 Takanashi, H., Kawabe, Y., and Akima, M. Acid-promoted epimerization of arbaprostil, 15(R)-15-methylprostaglandin E₂, elicits gastric antisecretory activities in rats. Jpn J Pharmacol 57 559-564 (1991).

3 Takanashi, H., and Itoh, Z. Gastric antisecretory activity of 15(R)-15-methylprostaglandin E₂, arbaprostil, in dogs. Jpn J Pharmacol 57 447-451 (1991).

4 Li, J., Nagata, T., Yoshida, M., et al. Effect of 15(R)-15-methyl PGE₂ (arbaprostil) on duodenal bicarbonate secretion in rat. Gastroenerol Jpn 24 8-11 (1989).

Synonyms	15(R)-15-methyl PGE2 Arbaprostil
Formal Name	9-oxo-11α,15R-dihydroxy-15-methyl-prosta-5Z,13E-dien-1-oic acid
CAS Number	55028-70-1
Molecular Formula	C₂₁H₃₄O₅
Formula Weight	366.5
Formulation	A crystalline solid
Purity	>98%
Stability	1 year
Storage	-20°C
Shipping	Wet ice in continental US; may vary elsewhere
SMILES	Copy SMILES to clipboard CCCCC[C@@](C)(O)\C=C\[C@H]1C(O)CC(=O)C1C/C=C\CCCC(=O)O

Background Reading

Takanashi, H., Kawabe, Y., and Akima, M. Acid-promoted epimerization of arbaprostil, 15(R)-15-methylprostaglandin E₂, elicits gastric antisecretory activities in rats. Jpn J Pharmacol 57 559-564 (1991).

Takanashi, H., and Itoh, Z. Gastric antisecretory activity of 15(R)-15-methylprostaglandin E₂, arbaprostil, in dogs. Jpn J Pharmacol 57 447-451 (1991).

Li, J., Nagata, T., Yoshida, M., et al. Effect of 15(R)-15-methyl PGE₂ (arbaprostil) on duodenal bicarbonate secretion in rat. Gastroenerol Jpn 24 8-11 (1989).

Yankee, E.W., Axen, U., and Bundy, G.L. Total synthesis of 15-methylprostaglandins. J Am Chem Soc 96 5865-5876 (1974).

Karim, S.M.M., Carter, D.C., Bhana, D., et al. Effect of orally administered prostaglandin E₂ and its 15-methyl analogues on gastric secretion. Br Med J 1 143-146 (1973).

Show all 5 Hide all but first 3

15(R)-15-methyl Prostaglandin E2 is available in the following screening libraries:

Size	Price	Quantity	Subtotal
1 mg	$54.00		$0.00
5 mg	$243.00		$0.00
10 mg	$432.00		$0.00
50 mg	$1,890.00		$0.00
Bulk	Contact
		Cart Total	$0.00

Pricing updated 2012-05-26. 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.

Related Products

15(S)-15-methyl Prostaglandin E₂ Exclusive

Prostaglandin E₂

Prostaglandin E₂-d₉

Downloads

	Download Product Insert 145 Kb PDF
	Download Material Safety Data Sheet (MSDS) 18 Kb PDF
	Printer-friendly version of this page small PDF (usually less than 100 Kb)
	• US Letter paper 8½″ × 11″
	• A4 paper 21cm × 29.7cm
	Chemical structure definitions are available for many Cayman products. See Chemical Structure Database for details.

Batch-specific Information

Cayman Chemical is a manufacturer, supplier and vendor of biochemical reagents, assay kits, antibodies, and proteins.

Other Resources
Management Team Company Profile Company History ChemAssistant Tools FAQs	Cayman Europe Cayman Pharma CaBRI Cayman Gear Press Releases	Illustrations and Charts Key Research Area Posters Article Library Analysis Tools Conference Schedule	Order Terms Browser Recommendation Privacy Statement Site Map

Cayman Chemical Company · 1180 East Ellsworth Road · Ann Arbor, Michigan 48108 · USA

Toll Free: (800) 364-9897 (USA and Canada Only) · Fax: (734) 971-3640

15(R)-15-methyl Prostaglandin E2