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860641P

Avanti

Sphingosine-1-Phosphate (d17:1)

Avanti Polar Lipids

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C17H36NO5P
CAS Number:
474923-27-8
Molecular Weight:
365.45
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

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

manufacturer/tradename

Avanti Polar Lipids

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI key

VITGNIYTXHNNNE-LHMZYYNSSA-N

General description

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.

Biochem/physiol Actions

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.

Packaging

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

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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