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Key Documents

860492P

Avanti

Sphingosine-1-Phosphate (d18:1)

Avanti Research - A Croda Brand

Synonyme(s) :

D-erythro-sphingosine-1-phosphate

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About This Item

Formule empirique (notation de Hill):
C18H38NO5P
Numéro CAS:
Poids moléculaire :
379.47
Code UNSPSC :
12352211
Nomenclature NACRES :
NA.25

Forme

powder

Conditionnement

pkg of 1 × 1 mg (860492P-1mg)
pkg of 1 × 25 mg (860492P-25mg)
pkg of 1 × 5 mg (860492P-5mg)

Fabricant/nom de marque

Avanti Research - A Croda Brand

Type de lipide

sphingolipids

Conditions d'expédition

dry ice

Température de stockage

−20°C

Chaîne SMILES 

[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

Clé InChI

DUYSYHSSBDVJSM-KRWOKUGFSA-N

Description générale

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

Actions biochimiques/physiologiques

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).

Conditionnement

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)

Informations légales

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Collin Tran et al.
Journal of neurochemistry, e14917-e14917 (2019-11-20)
Sphingosine 1-phosphate (S1P) is an essential lipid metabolite that signals through a family of five G protein-coupled receptors, S1PR1-S1PR5, to regulate cell physiology. The multiple sclerosis drug Fingolimod (FTY720) is a potent S1P receptor agonist that causes peripheral lymphopenia. Recent
Liao-Liao Hu et al.
Cells, 8(11) (2019-11-17)
CCN1 and CCN2 are members of the CCN family and play essential roles in the regulation of multiple female reproductive functions, including ovulation. Cyclooxygenase-2 (COX2) is a critical mediator of ovulation and can be induced by sphingosine-1-phosphate (S1P) through the
Suwon Jeon et al.
Journal of lipid research, 61(1), 20-32 (2019-11-07)
Sphingosine 1-phosphate (S1P) lyase is an intracellular enzyme that catalyzes the irreversible degradation of S1P and has been suggested as a therapeutic target for the treatment of psoriasis vulgaris. Because S1P induces differentiation of keratinocytes, we examined whether modulation of
Effects of apolipoprotein M in uremic atherosclerosis
Bosteen MH, et al.
Atherosclerosis, 265(3), 93-101 (2017)
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)

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