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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:
13345-50-1
Molecular Weight:
334.45
Beilstein/REAXYS Number:
2221844
MDL number:
MFCD00077859
UNSPSC Code:
12352200
PubChem Substance ID:
24898548

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
GHS02,GHS07

signalword

Danger

Hazard Classifications

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

target_organs

Central nervous system

supp_hazards

EUH066

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

15.8 °F

flash_point_c

-9 °C

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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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)
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
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
Patricia Reyes-Martin et al.
Pharmacological research, 57(5), 344-350 (2008-05-06)
15-Deoxy-delta12,14-prostaglandin-J(2) (15d-PGJ(2)) has potent anti-inflammatory effects including the inhibition of interleukin-1beta (IL-1beta)-induced expression of cyclooxygenase-2 (COX-2) and prostaglandin E(2) (PGE(2)) production in several cell types. 15d-PGJ(2) contains an alpha,beta-unsaturated electrophilic ketone and several evidences suggest that thiol reducing agents prevent
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