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11β-Prostaglandin F2α Lipid Maps MS Standard

Cayman Chemical Item Number 10007224

11β-PGF2α (CAS 38432-87-0)

11β-Prostaglandin F2α Lipid Maps MS Standard (CAS 38432-87-0)

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Description

11β-Prostaglandin F2α (11β-PGF2α) is the primary plasma metabolite of PGD2 in vivo.1 Normal human urinary excretion of 11β-PGF2α is about 54 ng/mmol creatinine, which is increased nearly 3-fold upon allergen-induced bronchoconstriction in asthmatics.2 It is equipotent to PGF2α in inducing human bronchial smooth muscle contractions and inhibition of adipose differentiation.3,4 11β-PGF2α inhibits ADP or thrombin-induced human platelet aggregation at concentrations of 0.14-2.8 µM.5

1 Liston, T.E., and Roberts, L.J. Transformation of prostaglandin D2 to 9α,11β-(15S)-trihydroxy-prosta-(5Z,13E)-dien-1-oic acid (9α,11β-prostaglandin F2): A unique biologically active prostaglandin produced enzymatically in vivo in humans. Proc Natl Acad Sci USA 82 6030-6034 (1985).

2 O'Sullivan, S., Dahlén, B., Dahlén, S., et al. Increased urinary excretion of the prostaglandin D2 metabolite 9α,11β-prostaglandin F2 after aspirin challenge supports mast cell activation in aspirin-induced airway obstruction. J Allergy Clin Immunol 98 421-432 (1996).

3 Coleman, R.A., and Sheldrick, R.L.G. Prostanoid-induced contraction of human bronchial smooth muscle is mediated by TP-receptors. Br J Pharmacol 96 688-692 (1989).

4 Lepak, N.M., and Serrero, G. Inhibition of adipose differentiation by 9α, 11β-prostaglandins F2α. Prostaglandins 46 511-517 (1993).

5 Pugliese, G., Spokas, E.G., Marcinkiewicz, E., et al. Hepatic transformation of prostaglandin D2 to a new prostanoid, 9α,11β-prostaglandin F2, that inhibits platelet aggregation and constricts blood vessels. J Biol Chem 260 14621-14625 (1985).

Synonyms
  • 11β-PGF2α
Formal Name 9α,​11β,​15S-​trihydroxy-​prosta-​5Z,​13E-​dien-​1-​oic acid
CAS Number 38432-87-0
Molecular Formula C20H34O5
Formula Weight 354.5
Formulation A crystalline solid
Purity >99%
Stability 2 years
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CCCCCC(O)​/C=C/[C@H]​1[C@@H]​(O)​CC(O)​C1C/C=C\CCCC(=O)​O

Background Reading

O'Sullivan, S., Dahlén, B., Dahlén, S., et al. Increased urinary excretion of the prostaglandin D2 metabolite 9α,11β-prostaglandin F2 after aspirin challenge supports mast cell activation in aspirin-induced airway obstruction. J Allergy Clin Immunol 98 421-432 (1996).

Coleman, R.A., and Sheldrick, R.L.G. Prostanoid-induced contraction of human bronchial smooth muscle is mediated by TP-receptors. Br J Pharmacol 96 688-692 (1989).

Lepak, N.M., and Serrero, G. Inhibition of adipose differentiation by 9α, 11β-prostaglandins F2α. Prostaglandins 46 511-517 (1993).

Pugliese, G., Spokas, E.G., Marcinkiewicz, E., et al. Hepatic transformation of prostaglandin D2 to a new prostanoid, 9α,11β-prostaglandin F2, that inhibits platelet aggregation and constricts blood vessels. J Biol Chem 260 14621-14625 (1985).

Liston, T.E., and Roberts, L.J. Transformation of prostaglandin D2 to 9α,11β-(15S)-trihydroxy-prosta-(5Z,13E)-dien-1-oic acid (9α,11β-prostaglandin F2): A unique biologically active prostaglandin produced enzymatically in vivo in humans. Proc Natl Acad Sci USA 82 6030-6034 (1985).

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Size Price Quantity Subtotal
1 mg $57.00 $0.00
5 mg $257.00 $0.00
10 mg $456.00 $0.00
50 mg $1,995.00 $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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