Edelfosine

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Cat.No. 3022 - Edelfosine | C27H58NO6P | CAS No. 77286-66-9
Description: Selective PI-PLC inhibitor, also PAF receptor agonist
Alternative Names: ET-18-OCH3
Chemical Name: (7R)-4-Hydroxy-7-methoxy-N,N,N-trimethyl-3,5,9-trioxa-4-phosphaheptacosan-1-aminium-4-oxide
Datasheet
Citations (5)
Literature

Biological Activity

Synthetic lysophospholipid analog that selectively inhibits phosphatidylinositol phospholipase C (IC50= 9.6 μM in fibroblasts and adenocarcinoma cells). Also acts as an agonist at platelet-activating factor (PAF) receptors. Antitumor lipid; selectively induces apoptosis in tumor cells, sparing normal cells.

Technical Data

M. Wt 523.73
Formula C27H58NO6P
Storage Store at -20°C
CAS Number 77286-66-9
PubChem ID 6918215
InChI Key MHFRGQHAERHWKZ-HHHXNRCGSA-N
Smiles CO[C@@H](COP(OCC[N+](C)(C)C)([O-])=O)COCCCCCCCCCCCCCCCCCC

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

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 2.62 5
ethanol 52.37 100
water 2.62 5mM with gentle warming

Preparing Stock Solutions

The following data is based on the product molecular weight 523.73. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.91 mL 9.55 mL 19.09 mL
5 mM 0.38 mL 1.91 mL 3.82 mL
10 mM 0.19 mL 0.95 mL 1.91 mL
50 mM 0.04 mL 0.19 mL 0.38 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Powis et al (1992) Selective inhibition of phosphatidylinositol phospholipase C by cytotoxic ether lipid analogues. Cancer Res. 52 2835 PMID: 1316230

Aoki et al (1995) A radioreceptor binding assay for platelet-activating factor (PAF) using membranes from CHO cells expressing human PAF receptor. J.Immunol.Methods 186 225 PMID: 7594622

Shimizu et al (2007) Roles of brain phosphatidylinositol-specific phospholipase C and diacylglycerol lipase in centrally administered histamine-induced adrenomedullary outflow in rats. Eur.J.Pharmacol. 571 138 PMID: 17628524

Wong et al (2007) Phospholipase C and myosin light chain kinase inhibition define a common step in actin regulation during cytokinesis. BMC Cell Biol. 8 15 PMID: 17509155


If you know of a relevant reference for Edelfosine, please let us know.

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View all Phospholipase Inhibitors

Keywords: Edelfosine, supplier, Selective, PI-PLC, inhibitors, inhibits, PAF, receptor, Phospholipases, C, Phosphoinositide-Specific, Esterases, Platelet-activating, Factor, Receptors, ET18OCH3, ET-18-OCH3, Phospholipases, Tocris Bioscience

5 Citations for Edelfosine

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

Melchior and Frangos (2012) Gαq/11-mediated intracellular calcium responses to retrograde flow in endothelial cells. Cancer Biol Ther 303 C467 PMID: 22700794

Liu et al (2015) A dual role for NOTCH signaling in joint cartilage maintenance and osteoarthritis. Sci Signal 8 ra71 PMID: 26198357

Ozkucur et al (2014) NHE3 phosphorylation via PKCη marks the polarity and orientation of directionally migrating cells. Cell Mol Life Sci 71 4653 PMID: 24788043

Korb et al (2013) Arc in the nucleus regulates PML-dependent GluA1 transcription and homeostatic plasticity. Nat Neurosci 16 874 PMID: 23749147

Lee et al (2012) The calcium-sensing receptor regulates the NLRP3 inflammasome through Ca2+ and cAMP. Nature 492 123 PMID: 23143333


Do you know of a great paper that uses Edelfosine from Tocris? If so please let us know.

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Literature in this Area

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Asthma

Asthma Poster

Asthma is one of the most common chronic diseases in the world, affecting over 300 million people. This poster highlights key pathways and new therapies used to treat the condition, including those currently in clinical development.

Pathways for Edelfosine

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