P5640

Prostaglandin E₂

≥93% (HPLC), synthetic

• Synonym(e): (5Z,11α,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-diensäure, Dinoproston, PGE₂
• Empirische Formel (Hill-System): C₂₀H₃₂O₅
• CAS-Nummer: 363-24-6
• Molekulargewicht: 352.47
• Beilstein: 4709356
• EG-Nummer: 206-656-6
• MDL-Nummer: MFCD00077861
• UNSPSC-Code: 12352401
• eCl@ss: 42020658
• PubChem Substanz-ID: 24898683
• NACRES: NA.77

Eigenschaften

• Biologische Quelle: synthetic
• Qualitätsniveau: 200
• Assay: ≥93% (HPLC)
• Form: powder
• Funktionelle Gruppe: carboxylic acid; hydroxyl
• Versandbedingung: ambient
• Lagertemp.: −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
• InChIKey: XEYBRNLFEZDVAW-ARSRFYASSA-N
• Angaben zum Gen: human ... PTGER1(5731) , PTGER2(5732) , PTGER3(5733) , PTGER4(5734) , PTGIR(5739) ; mouse ... Ptger1(19216) , Ptger2(19217) , Ptger3(19218) , Ptger4(19219)

Beschreibung

Anwendung

• Post-resolution macrophages shape long-term tissue immunity and integrity in a mouse model of pneumococcal pneumonia.: Diese Studie untersucht den Einfluss von Prostaglandin E2 in der abklingenden Phase einer Entzündung und zeigt dessen wesentliche Rolle bei der makrophagenvermittelten Gewebereparatur und beim Immungedächtnis nach bakteriellen Lungeninfektionen. Sie liefert Einblicke in die Regulierung und Erholung des Immunsystems (Feehan et al., 2024).

Biochem./physiol. Wirkung

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.

Sicherheitshinweise

• Piktogramme: GHS08,GHS07
• Signalwort: Danger
• H-Sätze: H302,H360FD
• P-Sätze: P202 - P264 - P280 - P301 + P312 - P308 + P313 - P405
• Gefahreneinstufungen: Acute Tox. 4 Oral - Repr. 1B
• Lagerklassenschlüssel: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges