Merck
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P0409

Sigma-Aldrich

Prostaglandin E2

synthetic, powder, BioReagent, suitable for cell culture

Sinónimos:
PGE2, (5Z,11α,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dienoic acid, Dinoprostone
Empirical Formula (Hill Notation):
C20H32O5
Número de CAS:
Peso molecular:
352.47
Beilstein:
4709356
Número de EC:
Número MDL:
eCl@ss:
42020658
ID de la sustancia en PubChem:
NACRES:
NA.77

origen biológico

synthetic

línea de producto

BioReagent

ensayo

≥93% (HPLC)

formulario

powder

potencia

0.25-100 ng/mL

technique(s)

cell culture | mammalian: suitable

solubilidad

acetone: 10 mg/mL, clear, colorless to faintly yellow

enviado en

ambient

temp. de almacenamiento

−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

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Descripción general

Prostaglandin E2 is a lipid that is obtained from arachidonic acid. Prostaglandin hormone is synthesized by the activity of cycloxygenase-2. Prostaglandin E2 controls inflammatory responses and vascular smooth muscle activity.

Aplicación

Prostaglandin E2 has been used as a α-MEM medium supplement for the co-culture of bone marrow macrophages and differentiated osteoblast. It has also been used in the characterization of cells and in vitro decidualization.

Envase

1, 5, 10 mg in glass bottle

Acciones bioquímicas o fisiológicas

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.
Prostaglandin E2 is a signaling molecule produced by activated platelets. The release of PGE2 by activated platelets is part of a mechanism by which activated platelets utilize adjacent erythrocytes to help in clot formation. This product was shown to lower the filterability of human erythrocytes by approximately 30% at a concentration of 10-10sup M and also caused a reduction in mean cell volume by about 10%. The cause of cell shrinkage was the induction of a PGE2- stimulated K+ efflux pathway leading to rapid loss of cellular K+ ions. This loss was shown to be Ca2+dependent. PGE2 has been shown to stimulate the production of interleukin-6 (IL-6) by neonatal mouse parietal bones. After 6 hours in culture, cells stimulated with 10-8sup M PGE2 produced significantly more IL-6 than controls. The pyrogenic activity of PGE2 was not inhibited by dexamethasone, unlike prostaglandin F2α.

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.

Forma física

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

pictogramas

Exclamation markHealth hazard

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

Acute Tox. 4 Oral - Repr. 1B

Código de clase de almacenamiento

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

WGK

WGK 3

Equipo de protección personal

Eyeshields, Faceshields, Gloves, type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

Certificado de Análisis

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Certificado de origen

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Product Information Sheet

Más documentos

Quotes and Ordering

Potential use of G protein-coupled receptor-blocking monoclonal antibodies as therapeutic agents for cancers
International Review of Cell and Molecular Biology, 297, 45-81 (2012)
Analyses of bone modeling and remodeling using in vitro reconstitution system with two-photon microscopy
Hikita A, et al.
Bone, 76, 5-17 (2015)
Decidualization of the canine uterus: From early until late gestational in vivo morphological observations, and functional characterization of immortalized canine uterine stromal cell lines
Graubner F R, et al.
Reproduction in domestic animals = Zuchthygiene, 52, 137-147 (2017)
Yumeng Mao et al.
Cancer research, 73(13), 3877-3887 (2013-05-02)
Tumors can suppress the host immune system by employing a variety of cellular immune modulators, such as regulatory T cells, tumor-associated macrophages, and myeloid-derived suppressor cells (MDSC). In the peripheral blood of patients with advanced stage melanoma, there is an
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

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