P0409

Prostaglandin E₂

synthetic, powder, BioReagent, suitable for cell culture

• Synonyme(s) : (5Z,11α,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dienoic acid, Dinoprostone, PGE₂
• Formule empirique (notation de Hill): C₂₀H₃₂O₅
• Numéro CAS: 363-24-6
• Poids moléculaire : 352.47
• Numéro Beilstein : 4709356
• Numéro CE : 206-656-6
• Numéro MDL: MFCD00077861
• Code UNSPSC : 12352209
• eCl@ss : 42020658
• ID de substance PubChem : 24898100
• Nomenclature NACRES : NA.77

Propriétés

• Source biologique: synthetic
• Gamme de produits: BioReagent
• Pureté: ≥93% (HPLC)
• Forme: powder
• Puissance: 0.25-100 ng/mL
• Technique(s): cell culture | mammalian: suitable
• Solubilité: acetone: 10 mg/mL, clear, colorless to faintly yellow
• 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
• Informations sur le gène: human ... PTGER1(5731) , PTGER2(5732) , PTGER3(5733) , PTGER4(5734) , PTGIR(5739) ; mouse ... Ptger1(19216) , Ptger2(19217) , Ptger3(19218) , Ptger4(19219)

Description

Description générale

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.

Application

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.

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.

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.

Forme physique

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

Informations sur la sécurité

• Pictogrammes: GHS08,GHS07
• Mention d'avertissement: Danger
• Mentions de danger: H302,H360FD
• Conseils de prudence: P202 - P264 - P280 - P301 + P312 - P308 + P313 - P405
• 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