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Description: Potent and selective S1P1 receptor antagonist
Alternative Names: ML 056
Chemical Name: [(3R)-3-amino-4-[(3-hexylphenyl)amino]-4-oxobutyl]-phosphonic acid
Purity: ≥98% (HPLC)
Biological Activity for W146
W146 is a potent sphingosine-1-phosphate receptor S1P1 selective antagonist (Ki = 18 nM); displays no effect at S1P2, S1P3 or S1P5. Enhances capillary leakage and restores lymphocyte egress in vivo.
Technical Data for W146
| M. Wt | 342.37 |
| Formula | C16H27N2O4P |
| Storage | Store at -20°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 909725-61-7 |
| PubChem ID | 6857802 |
| InChI Key | FWJRVGZWNDOOFH-OAHLLOKOSA-N |
| Smiles | CCCCCCC1=CC=CC(NC([C@H](N)CCP(O)(O)=O)=O)=C1 |
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 for W146
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| 3eq. NaOH | 6.85 | 20 |
Preparing Stock Solutions for W146
The following data is based on the product molecular weight 342.37. 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 |
|---|---|---|---|
| 0.2 mM | 14.6 mL | 73.02 mL | 146.04 mL |
| 1 mM | 2.92 mL | 14.6 mL | 29.21 mL |
| 2 mM | 1.46 mL | 7.3 mL | 14.6 mL |
| 10 mM | 0.29 mL | 1.46 mL | 2.92 mL |
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Product Datasheets for W146
References for W146
References are publications that support the biological activity of the product.
Sanna et al (2006) Enhancement of capillary leakage and restoration of lymphocyte egress by a chiral S1P1 antagonist in vivo. Nat.Chem.Biol. 8 434 PMID: 16829954
Gonzalez-Cabrera et al (2008) Full pharmacological efficacy of a novel S1P1 agonist that does not require S1P-like headgroup interactions. Mol.Pharmacol. 74 1308 PMID: 18708635
If you know of a relevant reference for W146, please let us know.
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Keywords: W146, W146 supplier, potent, selective, sphingosine-1-phosphate, s1p1, antagonists, sphingolipids, ML056, ML, 056, Sphingosine-1-phosphate, Receptors, 3602, Tocris Bioscience
8 Citations for W146
Citations are publications that use Tocris products. Selected citations for W146 include:
Hoffmann et al (2015) Fingolimod induces neuroprotective factors in human astrocytes. J Neuroinflammation 12 184 PMID: 26419927
Beckham et al (2013) Acid ceramidase induces sphingosine kinase 1/S1P receptor 2-mediated activation of oncogenic Akt signaling. Oncogenesis 2 e49 PMID: 23732709
Beckham et al (2013) Acid ceramidase promotes nuclear export of PTEN through sphingosine 1-phosphate mediated Akt signaling. PLoS One 8 e76593 PMID: 24098536
Lucia et al (2021) Apolipoprotein M and Sphingosine-1-Phosphate Receptor 1 Promote the Transendothelial Transport of High-Density Lipoprotein. Arterioscler Thromb Vasc Biol 41 e468-e479 PMID: 34407633
Huilan et al (2021) aPC/PAR1 confers endothelial anti-apoptotic activity via a discrete, β-arrestin-2-mediated SphK1-S1PR1-Akt signaling axis. Proc Natl Acad Sci U S A 118 PMID: 34873055
Richard M et al (2022) Interferon gamma constrains type 2 lymphocyte niche boundaries during mixed inflammation. Immunity 55 254-271.e7 PMID: 35139352
Schuhmann et al (2015) Fingolimod (FTY720-P) Does Not Stabilize the Blood-Brain Barrier under Inflammatory Conditions in an in Vitro Model. Mol Cell Biol 16 29454 PMID: 26690412
Chen et al (2023) Inhibition of sphingosine-1-phosphate receptor 3 suppresses ATP-induced NLRP3 inflammasome activation in macrophages via TWIK2-mediated potassium efflux. Front Immunol 14 1090202 PMID: 36798132
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