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860492P Avanti

Sphingosine-1-Phosphate (d18:1)

D-erythro-sphingosine-1-phosphate, powder

  • CAS Number 26993-30-6

  • Empirical Formula (Hill Notation) C18H38NO5P

  • Molecular Weight 379.47

  •  NACRES NA.25

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Properties

Related Categories Avanti Polar Lipids Products, Avanti Sphingolipids, Avanti Sphingolipids & Ceramides, Biochemicals and Reagents, Lipids More...
form   powder
packaging   pkg of 1 × 1 mg (860492P-1mg)
  pkg of 1 × 25 mg (860492P-25mg)
  pkg of 1 × 5 mg (860492P-5mg)
mfr. no.   Avanti Polar Lipids, 860492P
shipped in   dry ice
storage temp.   −20°C
SMILES string   [H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@]([NH3+])([H])COP([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

Description

General description

Sphingosine-1-phosphate (S1P), a sphingolipid, is an important cellular metabolite and signaling lipid in animal cells. It has also been found in yeasts and plants. Sphingosine kinases (SPKs) catalyzes the synthesis of S1P from spingosine and regulates S1P levels. It is the end product of ceramide catabolism and is metabolized to phosphoethanolamine and hexadecenal by S1P lyase. S1P is produced in endothelial cells.

Application

Sphingosine-1-Phosphate (d18:1) has been used:
• as an internal standard in high performance liquid chromatography (HPLC) for the quantification of plasma lipid sphingosine-1-phosphate(S1P)
• to evaluate its chemotactic response of auto reactive immature B cells
• to test its effect on autophagy and preconditioning in oxygen and glucose deprived neurons

Biochem/physiol Actions

Sphingosine 1-phosphate (S1P) is a signaling molecule and an intracellular messenger, crucial for the physiological processes. It is implicated in the pathogenesis of osteoporosis, cancer, atherosclerosis and diabetes. S1P regulates skin dendritic cells and keratinocytes, and its anti-inflammatory functionality is useful in treating atopic dermatitis. S1P coordinates T lymphocytes circulation in lymph, plasma and tissue by interacting with G-protein coupled receptors (GPCRS). S1P is a high affinity ligand for sphingosine-1-phosphate receptor (S1P1−5).

Packaging

5 mL Amber Glass Screw Cap Vial (860492P-1mg)

5 mL Amber Glass Screw Cap Vial (860492P-25mg)

5 mL Amber Glass Screw Cap Vial (860492P-5mg)

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Storage & Handling of Lipids - Avanti® Polar Lipids

The following statements pertain specifically to Avanti’s lipid products for research and should not necessarily be applied to cGMP lipids intended for pharmaceutical or diagnostic applications.
Keywords: Diagnostic, Oxidations, Pharmaceutical, Solvents

Protocols

General Lipid/BSA Solubilization Protocol For Cell Delivery

Water Solutions: Solubilizing some lipids is difficult using organic solvents. Typically, lipids are suspended in methanol to aliquot, the methanol is then dried and the residue dispersed using fatty...
Keywords: Evaporation, Solvents

Peer-Reviewed Papers
15

References

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