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860641P

Avanti

Sphingosine-1-Phosphate (d17:1)

Avanti Research™ - A Croda Brand

Synonyme(s) :

D-erythro-sphingosine-1-phosphate (C17 base)

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About This Item

Formule empirique (notation de Hill):
C17H36NO5P
Numéro CAS:
474923-27-8
Poids moléculaire :
365.45
Code UNSPSC :
12352211
Nomenclature NACRES :
NA.25

Forme

powder

Conditionnement

pkg of 1 × 1 mg (860641P-1mg)
pkg of 1 × 5 mg (860641P-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 

CCCCCCCCCCCC/C=C/[C@@]([H])(O)[C@]([NH3+])([H])COP([O-])(O)=O

InChI

1S/C17H36NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(19)16(18)15-23-24(20,21)22/h13-14,16-17,19H,2-12,15,18H2,1H3,(H2,20,21,22)/b14-13+/t16-,17+/m0/s1

Clé InChI

VITGNIYTXHNNNE-LHMZYYNSSA-N

Description générale

Sphingosine-1-Phosphate (S1P) (d17:1) is a derivate of ceramide. It is a phosphorylated form of C17 analog of sphingosine. S1P is a zwitterionic sphingolipid. It is found in insects, yeasts and plants.

Application

Sphingosine-1-Phosphate (d17:1) has been used as an internal standard to quantify sphingosine 1-phosphate (S1P) in biological materials and tissue samples by mass spectrometry.

Actions biochimiques/physiologiques

Sphingosine-1-phosphate (S1P) contributes to cellular growth and function. It also aids in various physiological and cellular processes such as atherosclerosis, inflammation, immunity, tumorigenesis and cell proliferation. S1P acts as a signaling lipid in animal cells.

Conditionnement

5 mL Amber Glass Screw Cap Vial (860641P-1mg)
5 mL Amber Glass Screw Cap Vial (860641P-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

Certificats d'analyse (COA)

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Cecilia Frej et al.
Analytical and bioanalytical chemistry, 407(28), 8533-8542 (2015-09-18)
Sphingosine 1-phosphate (S1P) is a signalling sphingolipid affecting multiple cellular functions of vascular and immune systems. It circulates at submicromolar levels bound to HDL-associated apolipoprotein M (apoM) or to albumin. S1P in blood is mainly produced by platelets and erythrocytes
Constantin Bode et al.
Methods in molecular biology (Clifton, N.J.), 874, 33-44 (2012-04-25)
Liquid chromatography coupled to tandem mass spectrometry has evolved as the method of choice for the detection of sphingolipid metabolites due to its high sensitivity and superior specificity compared to other methodological approaches. Here, we describe a simple and robust
Pernille M Christensen et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 30(6), 2351-2359 (2016-03-10)
Apolipoprotein M (ApoM) transports sphingosine-1-phosphate (S1P) in plasma, and ApoM-deficient mice (Apom(-/-)) have ∼50% reduced plasma S1P levels. There are 5 known S1P receptors, and S1P induces adherens junction formation between endothelial cells through the S1P1 receptor, which in turn
Makoto Kurano et al.
The Journal of biological chemistry, 290(4), 2477-2488 (2014-12-17)
Sphingosine 1-phosphate (S1P) is a vasoactive lipid mediator that is speculated to be involved in various aspects of atherosclerosis. About 70% of circulating plasma S1P is carried on HDL, and several pleiotropic properties of HDL have been ascribed to S1P.
Michael Maceyka et al.
Trends in cell biology, 22(1), 50-60 (2011-10-18)
The bioactive sphingolipid metabolite sphingosine-1-phosphate (S1P) is now recognized as a critical regulator of many physiological and pathophysiological processes, including cancer, atherosclerosis, diabetes and osteoporosis. S1P is produced in cells by two sphingosine kinase isoenzymes, SphK1 and SphK2. Many cells
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