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Prostaglandin E2_Molecular_structure_CAS_363-24-6)
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Prostaglandin E2

Catalog No. P6532 Name Sigma Aldrich
CAS Number 363-24-6 Website http://www.sigmaaldrich.com
M. F. C20H32O5 Telephone 1-800-521-8956
M. W. 352.46508 Fax
Purity Email
Storage Chembase ID: 793

SYNONYMS

IUPAC name
(5Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]hept-5-enoic acid
IUPAC Traditional name
dinoprostone
Synonyms
(5Z,11α,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dienoic acid
PGE2
Dinoprostone

DATABASE IDS

MDL Number MFCD00077861
PubChem SID 24898775
CAS Number 363-24-6
Beilstein Number 4709356
EC Number 206-656-6

PROPERTIES

Personal Protective Equipment Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
RTECS UK8000000
Safety Statements 53-22-26-36/37/39-45
Storage Temperature -20°C
German water hazard class 3
GHS Pictograms GHS07
GHS Pictograms GHS08
GHS Signal Word Danger
GHS Hazard statements H302-H360
European Hazard Symbols Toxic Toxic (T)
GHS Precautionary statements P201-P308 + P313
Risk Statements 60-61-22
Potency 0.25-100 ng/mL
Sterility γ-irradiated
Suitability suitable for cell culture
Gene Information human ... PTGER1(5731), PTGER2(5732), PTGER3(5733), PTGER4(5734), PTGIR(5739)mouse ... Ptger1(19216), Ptger2(19217), Ptger3(19218), Ptger4(19219)
Apperance powder
Solubility ethanol: soluble1 mg/mL

DETAILS

Description (English)
Application
For use in cell culture applications for the study of prostaglandin regulated cell signaling and gene regulation.
Physical form
powder -20 °C; stock-frozen in working aliquots, avoid repeated freeze/thaw
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.1

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