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About This Item
Empirical Formula (Hill Notation):
C18H38NO5P
CAS Number:
Molecular Weight:
379.47
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 1 mg (860492P-1mg), pkg of 1 × 25 mg (860492P-25mg), pkg of 1 × 5 mg (860492P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand
lipid type
sphingolipids
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
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)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Preconditioning stimuli induce autophagy via sphingosine kinase 2 in mouse cortical neurons
Sheng R, et al.
The Journal of Biological Chemistry, 289(30), 20845-20857 (2014)
Effects of apolipoprotein M in uremic atherosclerosis
Bosteen MH, et al.
Atherosclerosis, 265(3), 93-101 (2017)
William J Valentine et al.
Methods in molecular biology (Clifton, N.J.), 874, 77-87 (2012-04-25)
Intracellular Ca(2+) mobilization is a useful readout to screen for agonists or antagonists of G-protein -coupled receptors (GPCRs). Here, we describe methods to conduct high-throughput screening of stably or transiently transfected HTC4 cells expressing the individual S1P1-5 receptor subtypes. The
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 860492P-1MG | 04061835317301 |
| 860492P-25MG | 04061835317318 |
| 860492P-5MG | 04061835317325 |