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Key Documents

P6532

Sigma-Aldrich

Prostaglandin E2

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

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C20H32O5
Numéro CAS:
Poids moléculaire :
352.47
Numéro Beilstein :
4709356
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352209
eCl@ss :
42020658
ID de substance PubChem :
Nomenclature NACRES :
NA.77

Source biologique

synthetic (organic)

Niveau de qualité

Stérilité

γ-irradiated

Gamme de produits

BioXtra

Forme

powder

Puissance

0.25-100 ng/mL

Technique(s)

cell culture | mammalian: suitable

Solubilité

ethanol: 1 mg/mL

Conditions d'expédition

ambient

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

XEYBRNLFEZDVAW-ARSRFYASSA-N

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Application

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

Actions biochimiques/physiologiques

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.

Forme physique

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

Pictogrammes

Health hazardExclamation mark

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Acute Tox. 4 Oral - Repr. 1B

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

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


Certificats d'analyse (COA)

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