Prostaglandin E2

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Cat.No. 2296 - Prostaglandin E2 | C20H32O5 | CAS No. 363-24-6
Description: Major endogenous prostanoid
Alternative Names: PGE2
Chemical Name: (5Z,11α,13E,15S)-11,15-Dihydroxy-9-oxo-prosta-5,13-dien-1oic acid
Purity: ≥98% (HPLC)
Datasheet
Citations (17)
Reviews (1)
Literature (6)

Biological Activity

Endogenous prostaglandin and primary product of arachidonic acid/cyclooxygenase pathway. Binds with high affinity to EP1, EP2, EP3 and EP4 receptors (Kd values range between ~ 1 - 10 nM). Influences a wide range of processes including inflammation, smooth muscle relaxation, fertility and gastric mucosal integrity. Regulates vertebrate hematopoietic stem cell (HSC) homeostasis.

Compound Libraries

Prostaglandin E2 is also offered as part of the Tocriscreen Stem Cell Toolbox. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 352.47
Formula C20H32O5
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 363-24-6
PubChem ID 5280360
InChI Key XEYBRNLFEZDVAW-ARSRFYASSA-N
Smiles CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 35.25 100
ethanol 15.86 45

Preparing Stock Solutions

The following data is based on the product molecular weight 352.47. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.84 mL 14.19 mL 28.37 mL
5 mM 0.57 mL 2.84 mL 5.67 mL
10 mM 0.28 mL 1.42 mL 2.84 mL
50 mM 0.06 mL 0.28 mL 0.57 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Coleman et al (1994) Classification of prostanoid receptors: properties, distribution, and structure of the receptors and their subtypes. Pharmacol.Rev. 46 205 PMID: 7938166

Hata and Breyer (2004) Pharmacology and signaling of prostaglandin receptors: multiple roles in inflammation and immune modulation. Pharm.Ther. 103 147

North et al (2007) Prostaglandin E2 regulates vertebrate haematopoietic stem cell homeostasis. Nature. 447 1007 PMID: 17581586

Sato et al (2015) SnapShot: Growing organoids from stem cells. Cell. 161 1700 PMID: 26091044

Karthaus et al (2014) Identification of multipotent luminal progenitor cells in human prostate organoid cultures. Cell. 159 163 PMID: 25201529

Heffner et al (2018) Prostaglandin E2 increases lentiviral vector transduction efficiency of adult human hematopoietic stem and progenitor cells. Mol.Ther 26 320 PMID: 29102562


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Keywords: Prostaglandin E2, Prostaglandin E2 supplier, endogenous, prostanoid, EP1, EP2, EP3, EP4, Receptors, prostaglandins, prostacyclins, eicosanoids, ProstaglandinE2, stem, cells, e2, PGE2, Prostanoid, Stem, Cell, Signaling, Proliferation, Organoids, Viral, Transduction, Enhancers, 2296, Tocris Bioscience

17 Citations for Prostaglandin E2

Citations are publications that use Tocris products. Selected citations for Prostaglandin E2 include:

Al-Taei et al (2017) Prostaglandin E2-mediated adenosinergic effects on CD14+ cells: Self-amplifying immunosuppression in cancer. Oncoimmunology 6 e1268308 PMID: 28344879

Roe et al (2017) Enhancer Reprogramming Promotes Pancreatic Cancer Metastasis. Cell 170 875 PMID: 28757253

Ma et al (2017) Organoid culture of human prostate cancer cell lines LNCaP and C4-2B. Am J Clin Exp Urol 5 25 PMID: 29181435

Gonnermann et al (2015) Resistance of cyclooxygenase-2 expressing pancreatic ductal adenocarcinoma cells against γδ T cell cytotoxicity. Oncoimmunology 4 e988460 PMID: 25949900

Anneken et al (2013) MDMA increases glutamate release and reduces parvalbumin-positive GABAergic cells in the dorsal hippocampus of the rat: role of cyclooxygenase. Respir Res 8 58 PMID: 23179355

Ye et al (2018) Prostaglandin E2 receptor 3 signaling is induced in placentas with unexplained recurrent pregnancy losses. Endocr Connect 7 749 PMID: 29700097

Langdale et al (2017) Stimulation of the pelvic nerve increases bladder capacity in the prostaglandin E2 rat model of overactive bladder. Am J Physiol Renal Physiol 313 F657 PMID: 28615244

Drost et al (2016) Organoid culture systems for prostate epithelial and cancer tissue. Proc Natl Acad Sci U S A 11 347 PMID: 26797458

Bartfeld et al (2015) In vitro expansion of human gastric epithelial stem cells and their responses to bacterial infection. Nat Protoc 148 126 PMID: 25307862

Weeber et al (2015) Preserved genetic diversity in organoids cultured from biopsies of human colorectal cancer metastases. Cell 112 13308 PMID: 26460009

Boj et al (2015) Organoid models of human and mouse ductal pancreatic cancer. Sci Signal 160 324 PMID: 25557080

Wang et al (2012) Astrocytes modulate neural network activity by Ca2+-dependent uptake of extracellular K+. J Neuroimmune Pharmacol 5 ra26 PMID: 22472648

Sherman et al (2018) A Novel Three-Dimensional Immune Oncology Model for High-Throughput Testing of Tumoricidal Activity. Front Immunol 9 857 PMID: 29740450

Senger et al (2018) Human Fetal-Derived Enterospheres Provide Insights on Intestinal Development and a Novel Model to Study Necrotizing Enterocolitis (NEC). Cell Mol Gastroenterol Hepatol 5 549 PMID: 29930978

Somerville et al (2018) TP63-Mediated Enhancer Reprogramming Drives the Squamous Subtype of Pancreatic Ductal Adenocarcinoma. Cell Rep 25 1741 PMID: 30428345

Sachamitr et al (2018) Directed Differentiation of Human Induced Pluripotent Stem Cells into Dendritic Cells Displaying Tolerogenic Properties and Resembling the CD141+ Subset. Front Immunol 8 1935 PMID: 29358940

Zhu (2018) Prostaglandin receptor EP3 regulates cell proliferation and migration with impact on survival of endometrial cancer patients. Oncotarget 9 982 PMID: 29416671


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Reviews for Prostaglandin E2

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Application prostaglandin E2 on acute brain slices and cultured cells..
By Anonymous on 01/10/2018
Assay Type: Ex Vivo
Species: Mouse
Cell Line/Tissue: acute brain slice, cultured cells

Application of prostaglandin E2 on brain slices. No effect in our assay but the concentration might have been too low. We had some decent effect on cultured cells.


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