Sphingosine-1-phosphate

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Cat.No. 1370 - Sphingosine-1-phosphate | C18H38NO5P | CAS No. 26993-30-6
Description: Endogenous agonist at S1P1-5
Chemical Name: (E)-D-erythro-2-amino-1-(dihydrogenphosphate)-4-octadecene-1,3-diol
Purity: ≥98% (HPLC)
Datasheet
Citations (4)
Literature

Biological Activity

Endogenous second messenger involved in the control of cell proliferation and motility, and Ca2+ mobilization. Acts as an agonist at sphingosine-1-phosphate receptors (S1P1-5) and as an activator of GPR3, GPR6 and GPR12. Effectors regulated include p38 MAP kinase, PLC, adenylyl cyclase, myosin light chain phosphatase and focal adhesion kinase.

Technical Data

M. Wt 379.48
Formula C18H38NO5P
Storage Desiccate at +4°C
Purity ≥98% (HPLC)
CAS Number 26993-30-6
PubChem ID 5283560
InChI Key DUYSYHSSBDVJSM-KRWOKUGFSA-N
Smiles O[C@H](/C=C/CCCCCCCCCCCCC)[C@@H](N)COP(O)(O)=O

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.

Preparing Stock Solutions

The following data is based on the product molecular weight 379.48. 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.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.64 mL 13.18 mL 26.35 mL
5 mM 0.53 mL 2.64 mL 5.27 mL
10 mM 0.26 mL 1.32 mL 2.64 mL
50 mM 0.05 mL 0.26 mL 0.53 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.

Essler et al (2002) Sphingosine 1-phosphate dynamically regulates myosin light chain phosphatase activity in human endothelial cells. Cell.Signal. 14 607 PMID: 11955953

Pyne and Pyne (2000) Sphingosine 1-phosphate signalling via the endothelial differentiation gene family of G-protein-coupled receptors. Pharmacol.Ther. 88 115 PMID: 11150592

Uhlenbrock et al (2002) Sphingosine 1-phosphate is a ligand of the human gpr3, gpr6 and gpr12 family of constitutively active G protein-coupled receptors. Cell.Signal. 14 941 PMID: 12220620

van Koppen et al (1996) Activation of a high affinity Gi protein-coupled plasma membrane receptor by sphingosine-1-phosphate. J.Biol.Chem. 271 2082 PMID: 8567663


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Keywords: Sphingosine-1-phosphate, supplier, Endogenous, agonists, S1P1, S1P2, S1P3, S1P4, S1P5, Receptors, EDG, Sphingosine-1-Phosphate, GPR3, GPR6, GPR12, Sphingosine-1-phosphate, Receptors, Sphingosine-1-phosphate, Receptors, Tocris Bioscience

4 Citations for Sphingosine-1-phosphate

Citations are publications that use Tocris products. Selected citations for Sphingosine-1-phosphate include:

Evseenko et al (2013) Lysophosphatidic acid mediates myeloid differentiation within the human bone marrow microenvironment. PLoS One 8 e63718 PMID: 23696850

Hannedouche et al (2013) Identification of the C3a receptor (C3AR1) as the target of the VGF-derived peptide TLQP-21 in rodent cells. Biosensors (Basel) 288 27434 PMID: 23940034

Pierre et al (2004) PAM mediates sustained inhibition of cAMP signaling by sphingosine-1-phosphate. EMBO J 23 3031 PMID: 15257286

Kho et al (2015) Application of xCELLigence RTCA Biosensor Technology for Revealing the Profile and Window of Drug Responsiveness in Real Time. Mol Pain 5 199 PMID: 25893878


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