Sphingosine-1-phosphate

Name: Sphingosine-1-phosphate
Brand: Tocris Bioscience
SKU: 1370

Tocris Bioscience, part of Bio-Techne | Catalog # 1370

Citations (54)

COA / SDS

Endogenous agonist at S1P1-5

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Product Description
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Background References
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Key Product Details

Description

Endogenous agonist at S1P1-5

View all Sphingosine-1-phosphate Receptor Agonists »

Product Description

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 (S1P_1-5) 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).

Product Specifications

Molecular Weight

379.48

Formula

C₁₈H₃₈NO₅P

Storage

Store at +4°C

Purity

≥98% (HPLC)

Chemical Name

(E)-D-erythro-2-amino-1-(dihydrogenphosphate)-4-octadecene-1,3-diol

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.

Calculators

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Background References

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

Lahey LRRC8A:C/E heteromeric channels are ubiquitous transporters of cGAMP. Mol.Cell. 2020 PMID: 33171122
Morstein Optical control of sphingosine-1-phosphate formation and function. Nat.Chem 2019 PMID: 31036923
van Koppen Activation of a high affinity G_i protein-coupled plasma membrane receptor by sphingosine-1-phosphate. J.Biol.Chem. 1996 PMID: 8567663
Uhlenbrock Sphingosine 1-phosphate is a ligand of the human gpr3, gpr6 and gpr12 family of constitutively active G protein-coupled receptors. Cell.Signal. 2002 PMID: 12220620
Pyne and Pyne Sphingosine 1-phosphate signalling via the endothelial differentiation gene family of G-protein-coupled receptors. Pharmacol.Ther. 2000 PMID: 11150592
Essler Sphingosine 1-phosphate dynamically regulates myosin light chain phosphatase activity in human endothelial cells. Cell.Signal. 2002 PMID: 11955953