Sphingosine-1-phosphate

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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 (10)
Reviews

Biological Activity for Sphingosine-1-phosphate

Sphingosine-1-phosphate is an 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. Also activates VRAC-mediated transport of 2'3'-cyclic-GMP-AMP (cGAMP).

Technical Data for Sphingosine-1-phosphate

M. Wt 379.48
Formula C18H38NO5P
Storage Store 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.

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

Product Datasheets for Sphingosine-1-phosphate

Certificate of Analysis / Product Datasheet
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References for Sphingosine-1-phosphate

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

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

Morstein et al (2019) Optical control of sphingosine-1-phosphate formation and function. Nat.Chem 15 623 PMID: 31036923

Lahey et al (2020) LRRC8A:C/E heteromeric channels are ubiquitous transporters of cGAMP. Mol.Cell. 80 1 PMID: 33171122


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Keywords: Sphingosine-1-phosphate, Sphingosine-1-phosphate supplier, Endogenous, agonists, S1P1, S1P2, S1P3, S1P4, S1P5, Receptors, EDG, Sphingosine-1-Phosphate, GPR3, GPR6, GPR12, cGAMP, transports, transporters, VRAC, LRRC8, Sphingosine-1-phosphate, STING-Dependent, Signaling, 1370, Tocris Bioscience

10 Citations for Sphingosine-1-phosphate

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

Simula et al (2018) Drp1 Controls Effective T Cell Immune-Surveillance by Regulating T Cell Migration, Proliferation, and cMyc-Dependent Metabolic Reprogramming. Cell Rep 25 3059 PMID: 30540939

Camp et al (2016) Dynamic mass redistribution reveals diverging importance of PDZ-ligands for G protein-coupled receptor pharmacodynamics. Pharmacol Res 105 13 PMID: 26773201

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

Hill et al (2018) The signaling lipid sphingosine 1-phosphate regulates mechanical pain. Elife 7 PMID: 29561262


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