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

13,14-dihydro-16,16-difluoro Prostaglandin E₁

Cayman Chemical Item Number 9000405

15-hydroxy Lubiprostone (CAS 475992-30-4)

13,14-dihydro-16,16-difluoro Prostaglandin E1 (CAS 475992-30-4)

See more	Lipids (167) Prostaglandins (513)

Description

Prostaglandin E₁ (PGE₁) is produced by the metabolism of dihomo-γ-linolenic acid (DGLA) by the cyclooxygenase pathway. PGE₁ inhibits platelet aggregation (IC₅₀ = 40 nM)^1,2 and increases vasodilation. 13,14-dihydro-16,16-difluoro PGE₁ is an analog of PGE₁. 13,14-dihydro PGE₁ is a biologically active metabolite of PGE₁, inhibiting platelet aggregation with comparable potency to the parent compound.^3,2 The addition of two electron-withdrawing fluorine atoms, which should stabilize the molecule against hydrolytic cleavage, may be expected to delay degradation in vivo.⁴

1 Kobzar, G., Mardla, V., Järving, I., et al. Antiaggregating potency of E-type prostaglandins in human and rabbit platelets. Proc Est Acad Sci Chem 40 179-180 (1991).

2 Westwick, J. The effect of pulmonary metabolites of prostaglandins E₁, E₂ and F_2α on ADP-induced aggregation of human and rabbit platelets. Br J Pharmacol 58 297P-298P (1976).

3 Peskar, B.A., Cawello, W., Rogatti, W., et al. On the metabolism of prostaglandin E₁ administered intravenously to human volunteers. J Physiol Pharmacol 42 327-331 (1991).

4 Hatano, Y., Kohli, J.D., Goldberg, L.I., et al. Vascular relaxing activity and stability studies of 10,10-difluoro-13,14-dehydroprostacyclin. Proc Natl Acad Sci USA 77(11) 6846-6850 (1980).

Synonyms	15-hydroxy Lubiprostone
Formal Name	9-oxo-11α,15S-dihydroxy-16,16-difluoro-prostan-1-oic acid
CAS Number	475992-30-4
Molecular Formula	C₂₀H₃₄F₂O₅
Formula Weight	392.5
Formulation	A solution in methyl acetate
Purity	≥98%
Stability	1 year
Storage	-20°C
Shipping	Wet ice in continental US; may vary elsewhere
SMILES	Copy SMILES to clipboard O=C1[C@H](CCCCCCC(O)=O)[C@@H](CC[C@@H](O)C(F)(F)CCCC)[C@H](O)C1

Background Reading

Kobzar, G., Mardla, V., Järving, I., et al. Antiaggregating potency of E-type prostaglandins in human and rabbit platelets. Proc Est Acad Sci Chem 40 179-180 (1991).

Peskar, B.A., Cawello, W., Rogatti, W., et al. On the metabolism of prostaglandin E₁ administered intravenously to human volunteers. J Physiol Pharmacol 42 327-331 (1991).

Westwick, J. The effect of pulmonary metabolites of prostaglandins E₁, E₂ and F_2α on ADP-induced aggregation of human and rabbit platelets. Br J Pharmacol 58 297P-298P (1976).

Hatano, Y., Kohli, J.D., Goldberg, L.I., et al. Vascular relaxing activity and stability studies of 10,10-difluoro-13,14-dehydroprostacyclin. Proc Natl Acad Sci USA 77(11) 6846-6850 (1980).

Show all 5 Hide all but first 3

Size	Price	Quantity	Subtotal
100 µg	$36.00		$0.00
500 µg	$162.00		$0.00
1 mg	$288.00		$0.00
5 mg	$1,260.00		$0.00
Bulk	Contact
		Cart Total	$0.00

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.

Related Products

13,14-dihydro-15(R,S)-hydroxy-16,16-difluoro Prostaglandin E₁-d₄ Exclusive

Prostaglandin E₁

Downloads

	Download Product Insert 125 Kb PDF
	Download Material Safety Data Sheet (MSDS) 26 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

13,14-dihydro-16,16-difluoro Prostaglandin E1