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P6532

Prostaglandin E2

γ-irradiated, powder, BioXtra, suitable for cell culture

Synonym(s):

(5Z,11α,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dienoic acid, Dinoprostone, PGE2

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About This Item

Empirical Formula (Hill Notation):
C20H32O5
CAS Number:
363-24-6
Molecular Weight:
352.47
NACRES:
NA.77
PubChem Substance ID:
24898775
eCl@ss:
42020658
UNSPSC Code:
12352209
EC Number:
206-656-6
MDL number:
MFCD00077861
Beilstein/REAXYS Number:
4709356
Biological source:
synthetic (organic)
Form:
powder
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biological source

synthetic (organic)

Quality Level

200

sterility

γ-irradiated

product line

BioXtra

form

powder

potency

0.25-100 ng/mL

technique(s)

cell culture | mammalian: suitable

solubility

ethanol: 1 mg/mL

shipped in

ambient

storage temp.

−20°C

SMILES string

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

InChI

1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,19+/m0/s1

InChI key

XEYBRNLFEZDVAW-ARSRFYASSA-N

Gene Information

human ... PTGER1(5731), PTGER2(5732), PTGER3(5733), PTGER4(5734), PTGIR(5739)
mouse ... Ptger1(19216), Ptger2(19217), Ptger3(19218), Ptger4(19219)

Application

Prostaglandin E2 has been used to determine its effects on collagen gel contraction mediated by alveolar cell carcinoma cell line A549.
For use in cell culture applications for the study of prostaglandin regulated cell signaling and gene regulation.

Biochem/physiol Actions

Most biologically active prostaglandin.
Most biologically active prostaglandin. PGE2 induces cervical ripening and parturition; mediates bradykinin-induced vasodilation; regulates adenylyl cyclase. Tumor cells that over-express cyclooxygenase 2 display increased invasiveness, angiogenesis, and resistance to apoptosis that may be due to the PGE2-induced expression of angiogenic factors and stabilization of the anti-apoptotic protein, survivin.The effect of PGE2 on the immune system is mixed. It inhibits T cell activation in vitro, suggesting it is an immunosuppressant. However, in vivo, it appears to effect expansion of the Th17 subset and differentiation of the Th1 subset of T helper cells, marking it as an immunoactivator.

Physical form

powder -20 °C; stock-frozen in working aliquots, avoid repeated freeze/thaw

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pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Repr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
SLCC6169
SLBZ7158
SLBW7298
SLBS8452
SLBN1599V

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Modification of type I collagenous gels by alveolar epithelial cells
Umino T, et al.
American Journal of Respiratory Cell and Molecular Biology, 22(6), 702-707 (2000)
Jean L Tan et al.
Stem cell research & therapy, 6, 8-8 (2015-01-31)
The immunomodulatory properties of human amnion epithelial cells (hAECs) have been previously described in several disease models. We previously reported on the ability of hAECs to influence macrophage phenotype and chemotaxis. In this study, we aim to elucidate the contribution
José L Maravillas-Montero et al.
Journal of immunology (Baltimore, Md. : 1950), 194(1), 29-33 (2014-11-21)
Chemokines are chemotactic cytokines that direct the traffic of leukocytes and other cells in the body. Chemokines bind to G protein-coupled receptors expressed on target cells to initiate signaling cascades and induce chemotaxis. Although the cognate receptors of most chemokines
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Global Trade Item Number

SKUGTIN
P6532-1MG04061834393566