Sphingosine-1-phosphate Small Molecule

Sphingosine-1-phosphate, D-erythro

Cat. Num. AAA808090

• Purity: >98%
• Synonyms: Sphingosine-1-phosphate; D-erythro; Signaling molecule; [(E; 2S; 3R)-2-Amino-3-hydroxyoctadec-4-enyl] dihydrogen phosphate; Sphingosine-1-phosphate small molecule

• Host: Synthetic
• Purity/Purification: >98%
• Form/Format: White solid

• Solubility: Sparingly soluble in 1:1 ethanol:water. Addition of small amounts of acetic acid may help dissolve this product. Soluble in warm methanol.
• CAS Number: 26993-30-6
• Molecular Formula: C18H38NO5P
• SMILES: [C@@H](N)([C@H](O)\C=C\CCCCCCCCCCCCC)CO[P](=O)(O)O
• InChI: 1S/C18H38NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(20)17(19)16-24-25(21,22)23/h14-15,17-18,20H,2-13,16,19H2,1H3,(H2,21,22,23)/b15-14+/t17-,18+/m0/s1
• InChI Key: DUYSYHSSBDVJSM-KRWOKUGFSA-N
• PubChem CID: 5283560
• Preparation and Storage: Store at -20 degree C.

Chemical Structure

(Chemical structure of Sphingosine-1-phosphate, D-erythro (SIH-386), a Endogenous signaling molecule. CAS #: 26993-30-6. Molecular Formula: C18H38NO5P. Molecular Weight: 379.5 g/mol.)

Related Product Information for Sphingosine-1-phosphate small molecule

D-erythro-Sphingosine-1-phosphate (S1P) is a polar sphingolipid metabolite which regulates diverse cellular responses including cell growth, survival and migration. S1P was reported to stimulate DNA synthesis and cell division in quiescent cultures of Swiss 3T3 fibroblasts and to trigger the dual signal transduction pathways of calcium mobilization and PC-PLD (phospholipase D) activation. S1P serves as a second messenger for intracellular calcium mobilization in U-937 cells (sc-2239) and decreases cellular cAMP. Recent studies show that S1P is a G-protein-coupled receptor (GPCR) ligand for the EDG-1 family, including EDG-1, -3, -5, -6 and -8. This bioactive lipid mediator has been shown to stimulate the ERK pathway and to also counteract the ceramide-induced activation of stress-activated protein kinase (SAPK/JNK). Researchers have also found that S1P is a strong inhibitor of cell motility and phagokinesis in B16 melanoma cells. Additionally, it induces rapid and transient tyrosine phosphorylation of epidermal growth factor receptor (EGFR) and c-Met in gastric cancer cells. S1P has also been known as a tumor-promoting lipid. Suggested to be an activator of GPR3, GPR6, and GPR12. D-erythro-Sphingosine-1-phosphate is an activator of EDG-1, EDG-3, EDG-2, EDG-4 and EDG-5.

Product Categories/Family for Sphingosine-1-phosphate small molecule

Small Molecules; Second Messenger; Cell Signaling

References

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