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

Butaprost Exclusive

Cayman Chemical Item Number 13740

TR 4979; 15-deoxy-16S-hydroxy-17-cyclobutyl PGE1 methyl ester (CAS 69685-22-9)

Butaprost (CAS 69685-22-9)

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Description

Butaprost, a structural analog of PGE2, is a selective agonist for the EP2 receptor subtype. EP2 receptors are expressed on human neutrophils and on respiratory, vascular, and uterine smooth muscle.1,2 Butaprost binds with about 1/10 the affinity of PGE2 to the recombinant murine EP2 receptor, and does not bind appreciably to any of the other murine EP receptors or DP, TP, FP, or IP receptors.3 The EC50 for the stimulation of cAMP by butaprost in COS cells transfected with the human EP2 receptor is about 5 µM, while the EC50 for PGE2 in this assay is about 43 nM.1 Butaprost has frequently been used to pharmacologically define the EP receptor expression profile of various human and animal tissues and cells.4 Cayman Chemical is a leading manufacturer of prostaglandin products and is currently the sole supplier of butaprost.

1 Regan, J.W., Bailey, T.J., Pepperl, D.J., et al. Cloning of a novel human prostaglandin receptor with characteristics of the pharmacologically defined EP2 subtype. Mol Pharmacol 46 213-220 (1994).

2 Talpain, E., Armstrong, R.A., Coleman, R.A., et al. Characterization of the PGE receptor subtype mediating inhibition of superoxide production in human neutrophils. Br J Pharmacol 114 1459-1465 (1995).

3 Kiriyama, M., Ushikubi, F., Kobayashi, T., et al. Ligand binding specificities of the eight types and subtypes of the mouse prostanoid receptors expressed in Chinese hamster ovary cells. Br J Pharmacol 122 217-224 (1997).

4 Lawrence, R.A., and Jones, R.L. Investigation of the prostaglandin E (EP-) receptor subtype mediating relaxation of the rabbit jugular vein. Br J Pharmacol 105 817-824 (1992).

Synonyms
  • TR 4979
  • 15-deoxy-16S-hydroxy-17-cyclobutyl PGE1 methyl ester
Formal Name 9-​oxo-​11α,​16S-​dihydroxy-​17-​cyclobutyl-​prost-​13E-​en-​1-​oic acid,​ methyl ester
CAS Number 69685-22-9
Molecular Formula C24H40O5
Formula Weight 408.6
Formulation A solution in methyl acetate
Purity >98%
Stability 2 years
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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O=C1[C@H]​(CCCCCCC(OC)​=O)​[C@@H]​(/C=C/C[C@H]​(O)​C2(CCC2)​CCC)​C(O)​C1

Background Reading

Talpain, E., Armstrong, R.A., Coleman, R.A., et al. Characterization of the PGE receptor subtype mediating inhibition of superoxide production in human neutrophils. Br J Pharmacol 114 1459-1465 (1995).

Kiriyama, M., Ushikubi, F., Kobayashi, T., et al. Ligand binding specificities of the eight types and subtypes of the mouse prostanoid receptors expressed in Chinese hamster ovary cells. Br J Pharmacol 122 217-224 (1997).

Regan, J.W., Bailey, T.J., Pepperl, D.J., et al. Cloning of a novel human prostaglandin receptor with characteristics of the pharmacologically defined EP2 subtype. Mol Pharmacol 46 213-220 (1994).

Lawrence, R.A., and Jones, R.L. Investigation of the prostaglandin E (EP-) receptor subtype mediating relaxation of the rabbit jugular vein. Br J Pharmacol 105 817-824 (1992).

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Butaprost is available in the following screening library:

Size Price Quantity Subtotal
500 µg $61.00 $0.00
1 mg $116.00 $0.00
5 mg $488.00 $0.00
10 mg $854.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

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.

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