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

U-46619 Glycine methyl ester

Cayman Chemical Item Number 10010522

U-46619 Glycine methyl ester

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Description

U-46619 is a stable analog of the endoperoxide PGH2, and a TP receptor agonist.1 It exhibits properties similar to TXA2, causing platelet shape change, aggregation, and contraction of vascular smooth muscle.2,3 Mean EC50 values for shape change in human, rat, and rabbit platelets are 4.8, 6.0, and 7.3 nM respectively, and for aggregation, are 82, 145, and 65 nM, respectively.4 U-46619 glycine methyl ester contains a modification at the C-1 position of U-46619 that may uniquely alter its binding properties to the TP receptor or any of the PGH2-metabolizing enzymes. As a stable PGH2 analog, it could therefore be a useful tool to explore the inhibition of various enzymes in the arachidonic acid metabolic pathway. U-46619 glycine methyl ester may also serve as a lipophilic prodrug form of U-46619 that will alter its distribution and pharmacokinetic properties. There are no published reports on the biological activity of U-46619 glycine methyl ester.

1 Abramovitz, M., Adam, M., Boie, Y., et al. The utilization of recombinant prostanoid receptors to determine the affinities and selectivities of prostaglandins and related analogs. Biochim Biophys Acta 1483 285-293 (2000).

2 Coleman, R.A., Humphrey, P.P.A., Kennedy, I., et al. Comparison of the actions of U-46619, a prostaglandin H2-analogue, with those of prostaglandin H2 and thromboxane A2 on some isolated smooth muscle preparations. Br J Pharmacol 73 773-778 (1981).

3 Liel, N., Mais, D.E., and Halushka, P.V. Binding of a thromboxane A2/prostaglandin H2 agonist [3H]U46619 to washed human platelets. Prostaglandins 33 789-797 (1987).

4 Tymkewycz, P.M., Jones, R.L., Wilson, N.H., et al. Heterogeneity of thromboxane A2 (TP-) receptors: Evidence from antagonist but not agonist potency measurements. Br J Pharmacol 102 607-614 (1991).

Formal Name 9,​11-​dideoxy-​9α,​11α-​methanoepoxy-​prosta-​5Z,​13E-​dien-​1-​oic acid,​ methyl ester
Molecular Formula C24H39NO5
Formula Weight 421.6
Formulation A solution in methyl acetate
Purity >98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCCC(O)​/C=C/[C@H]​1C2OCC(C2)​C1C/C=C\CCCC(=O)​NCC(=O)​OC

Background Reading

Abramovitz, M., Adam, M., Boie, Y., et al. The utilization of recombinant prostanoid receptors to determine the affinities and selectivities of prostaglandins and related analogs. Biochim Biophys Acta 1483 285-293 (2000).

Liel, N., Mais, D.E., and Halushka, P.V. Binding of a thromboxane A2/prostaglandin H2 agonist [3H]U46619 to washed human platelets. Prostaglandins 33 789-797 (1987).

Coleman, R.A., Humphrey, P.P.A., Kennedy, I., et al. Comparison of the actions of U-46619, a prostaglandin H2-analogue, with those of prostaglandin H2 and thromboxane A2 on some isolated smooth muscle preparations. Br J Pharmacol 73 773-778 (1981).

Tymkewycz, P.M., Jones, R.L., Wilson, N.H., et al. Heterogeneity of thromboxane A2 (TP-) receptors: Evidence from antagonist but not agonist potency measurements. Br J Pharmacol 102 607-614 (1991).

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Size Price Quantity Subtotal
50 µg $35.00 $0.00
100 µg $67.00 $0.00
500 µg $280.00 $0.00
1 mg $490.00 $0.00
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Cart Total $0.00

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Pricing updated 2012-02-12. Prices are subject to change without notice.

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