W146

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Cat.No. 3602 - W146 | C16H27N2O4P | CAS No. 909725-61-7
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)
Datasheet
Citations (4)
Literature

Biological Activity

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

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.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
3eq. NaOH 6.85 20

Preparing Stock Solutions

The following data is based on the product molecular weight 342.37. 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 2.92 mL 14.6 mL 29.21 mL
5 mM 0.58 mL 2.92 mL 5.84 mL
10 mM 0.29 mL 1.46 mL 2.92 mL
50 mM 0.06 mL 0.29 mL 0.58 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.

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


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Keywords: potent selective sphingosine-1-phosphate s1p1 antagonists sphingolipids ML056 ML 056 Sphingosine-1-phosphate Receptors

4 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

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

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


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