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

Properties

• 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)

Description

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.

Biochem/physiol Actions

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

Safety Information

• Pictograms: GHS08,GHS07
• Signal Word: Danger
• Hazard Statements: H302,H360FD
• Precautionary Statements: P201 - P202 - P264 - P270 - P301 + P312 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Repr. 1B
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves