P0409

Prostaglandin E₂

synthetic, powder, BioReagent, suitable for cell culture

• Synonim(y): (5Z,11α,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dienoic acid, Dinoprostone, PGE₂
• Wzór empiryczny (zapis Hilla): C₂₀H₃₂O₅
• Numer CAS: 363-24-6
• Masa cząsteczkowa: 352.47
• Beilstein: 4709356
• Numer WE: 206-656-6
• Numer MDL: MFCD00077861
• Kod UNSPSC: 12352209
• eCl@ss: 42020658
• Identyfikator substancji w PubChem: 24898100
• NACRES: NA.77

Właściwości

• pochodzenie biologiczne: synthetic
• Poziom jakości: 200
• linia produktu: BioReagent
• Próba: ≥93% (HPLC)
• Postać: powder
• siła działania: 0.25-100 ng/mL
• metody: cell culture | mammalian: suitable
• rozpuszczalność: acetone: 10 mg/mL, clear, colorless to faintly yellow
• Warunki transportu: ambient
• temp. przechowywania: −20°C
• ciąg 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
• Klucz InChI: XEYBRNLFEZDVAW-ARSRFYASSA-N
• informacje o genach: human ... PTGER1(5731) , PTGER2(5732) , PTGER3(5733) , PTGER4(5734) , PTGIR(5739) ; mouse ... Ptger1(19216) , Ptger2(19217) , Ptger3(19218) , Ptger4(19219)

Opis

Opis ogólny

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.

Zastosowanie

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.

Działania biochem./fizjol.

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.

Postać fizyczna

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

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Informacja o środkach bezpieczeństwa

• Piktogramy: GHS08,GHS07
• Hasło ostrzegawcze: Danger
• Zwroty wskazujące rodzaj zagrożenia: H302,H360FD
• Zwroty wskazujące środki ostrożności: P202 - P264 - P280 - P301 + P312 - P308 + P313 - P405
• Klasyfikacja zagrożeń: Acute Tox. 4 Oral - Repr. 1B
• Kod klasy składowania: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Klasa zagrożenia wodnego (WGK): WGK 3
• Środki ochrony indywidualnej: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges