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Sphingosine-1-phosphate

Catalog No. T21500   CAS 26993-30-6
Synonyms: S1P

Sphingosine-1-phosphate (S1P) is an agonist for S1P1-5 receptors and a ligand for GPR3, GPR6, GPR12.Sphingosine-1-phosphate is an intracellular second messenger that mobilises Ca2+ as an extracellular ligand for G-protein coupled receptors. Sphingosine-1-phosphate is an important lipid mediator generated from sphingosine (HY-113498) or other membrane phospholipids.

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Sphingosine-1-phosphate Chemical Structure
Sphingosine-1-phosphate, CAS 26993-30-6
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Biological Description
Chemical Properties
Storage & Solubility Information
Description Sphingosine-1-phosphate (S1P) is an agonist for S1P1-5 receptors and a ligand for GPR3, GPR6, GPR12.Sphingosine-1-phosphate is an intracellular second messenger that mobilises Ca2+ as an extracellular ligand for G-protein coupled receptors. Sphingosine-1-phosphate is an important lipid mediator generated from sphingosine (HY-113498) or other membrane phospholipids.
In vitro Sphingosine-1-phosphate (S1P) (1 μM) induces significant Ca2+ release in HEK293 cells under serum starvation conditions (1% FCS).[1]
In functional Ca2+ assays, Suramin alone had no effect on intracellular Ca2+ release via gpr3, gpr6, or gpr12. In contrast, S1P (1 μM) induces Ca2+ release from gpr3, gpr6, and gpr12 in transfected HEK293 cells in the presence of varying concentrations of suramin.[2]
In a functional Ca2+ assay, S1P (3-3000 nM) exhibits nanomolar EC50 values in the presence of Suramin (300 μM) for gpr3 (EC50=29 nM), gpr6 (EC50=15 nM) and gpr12 (EC50=24 nM ), rat gpr3 (EC50=68 nM), respectively act on HEK293 cells.[2]
S1P increases the expression of S1P1 and Gqi5, and when used at a concentration of 200 nM, it allows Gi proteins to stimulate phospholipase C, as well as TAg-Jurkat cells expressing S1P2 and S1P3 receptors (EC 50s=8 and 11 nM).[3]
Synonyms S1P
Molecular Weight 379.47
Formula C18H38NO5P
CAS No. 26993-30-6

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

NaOH: 37.95 mg/mL (100 mM), when pH is adjusted to 12 with 1 M NaOH. Sonication is recommended

TargetMolReferences and Literature

1. Sanchez T, et al. Structural and functional characteristics of S1P receptors. J Cell Biochem. 2004 Aug 1;92(5):913-22. 2. Uhlenbrock K, et al. Sphingosine 1-phosphate is a ligand of the human gpr3, gpr6 and gpr12 family of constitutively active G protein-coupled receptors. Cell Signal. 2002 Nov;14(11):941-53. 3. An S, et al. Transduction of intracellular calcium signals through G protein-mediated activation of phospholipase C by recombinant sphingosine 1-phosphate receptors. Mol Pharmacol. 1999 May;55(5):787-94.

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Keywords

Sphingosine-1-phosphate 26993-30-6 GPCR/G Protein Metabolism S1P Receptor Endogenous Metabolite LPL Receptor S1P inhibitor inhibit

 

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