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860641P

Avanti

Sphingosine-1-Phosphate (d17:1)

Avanti Research™ - A Croda Brand

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 Research™ - A Croda Brand

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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Mina Mirzaian et al.
Clinica chimica acta; international journal of clinical chemistry, 459, 36-44 (2016-05-26)
We developed a mass spectrometric procedure to quantify sphingosine-1-phosphate (S1P) in biological materials. The use of newly synthesized (13)C5 C18-S1P and commercial C17-S1P as internal standards rendered very similar results with respect to linearity, limit of detection and limit of
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
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
Eri Sakai et al.
The journal of applied laboratory medicine, 5(4), 656-670 (2020-05-15)
Sphingolipids have been demonstrated to be involved in many human diseases. However, measurement of sphingolipids, especially of sphingosine 1-phosphate (S1P) and dihydro-sphingosine 1-phosphate (dhS1P), in blood samples requires strict sampling, since blood cells easily secrete these substances during sampling and
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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