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P4547

Sigma-Aldrich

Prostaglandin A2 solution

10 mg/mL in methyl acetate, ~95%, synthetic

Synonym(s):

(5Z,13E,15S)-15-Hydroxy-9-oxoprosta-5,10,13-trien-1-oic acid, PGA2

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About This Item

Empirical Formula (Hill Notation):
C20H30O4
CAS Number:
Molecular Weight:
334.45
Beilstein:
2221844
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

biological source

synthetic

Assay

~95%

concentration

10 mg/mL in methyl acetate

storage temp.

−20°C

SMILES string

[H][C@]1(\C=C\[C@@H](O)CCCCC)C=CC(=O)[C@]1([H])C\C=C/CCCC(O)=O

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Biochem/physiol Actions

Blocks cell cycle at G2/M; induces apoptosis in tumor cells; inhibits viral replication; PPARγ agonist.

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

Target Organs

Central nervous system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

15.8 °F

Flash Point(C)

-9 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Emmanuel Gaquerel et al.
Biochimica et biophysica acta, 1771(5), 565-575 (2007-04-13)
Signaling cascades involving oxygenated derivatives (oxylipins) of polyunsaturated fatty acids (PUFAs) are known to operate in response to external stimuli. The marine red alga Chondrus crispus uses both oxygenated derivatives of C18 (octadecanoids) and C20 (eicosanoids) PUFAs as developmental or
Fabiano E Xavier et al.
Clinical science (London, England : 1979), 119(7), 283-292 (2010-05-13)
Our present study examines, in mesenteric resistance arteries, possible vasodilation alterations, and the role of NO and COX (cyclo-oxygenase) derivatives, in cirrhosis. The vasodilator response to acetylcholine was analysed in segments from control and cirrhotic rats. The effects of the
Takumi Satoh et al.
The European journal of neuroscience, 17(11), 2249-2255 (2003-06-20)
Previously we found that some cyclopenteone prostaglandin derivatives (PGs), referred to as neurite outgrowth-promoting PGs (NEPPs), have dual biological activities of promoting neurite outgrowth and preventing neuronal death [Satoh et al. (2000) J. Neurochem., 75, 1092-1102; Satoh et al. (2001)
K Ohno et al.
Chemico-biological interactions, 78(1), 67-75 (1991-01-01)
Prostaglandin A2 (PGA2) stimulates the biosynthesis of gamma-glutamylcysteine synthetase and elevates glutathione (GSH) contents in cultured mammalian cells. To clarify the importance of gamma-glutamylcysteine synthetase induction in the defence of endothelial cells against oxidative stress, the effect of PGA2 on
Martin Thurnher et al.
Experimental hematology, 33(2), 144-150 (2005-01-29)
Dendritic cells (DCs), also referred to as the sentinels of the immune system, induce and coordinate important functions of immune surveillance. Prostaglandin E2 (PGE2), a member of the eicosanoid family of arachidonic acid derivatives, is widely used to enhance the

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