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LM2144

Avanti

Sphingosine-1-Phosphate (d17:1)

Avanti Polar Lipids LM2144, ethanol solution

Synonym(s):

heptadeca-sphing-4-enine-1-phosphate

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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

ethanol solution

packaging

pkg of 1 × 1 mL (LM2144-1EA)

manufacturer/tradename

Avanti Polar Lipids LM2144

concentration

~10 μg/mL (Refer to C of A for lot specific concentration.)

application(s)

lipidomics
metabolomics

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) is a sphingolipid found in yeast, plants and mammals and is produced in endothelial cells. It is a cellular metabolite and signalling lipid in mammalian cells. S1P is synthesized by sphingosine kinases from sphingosine. It is a high affinity ligand for sphingosine-1-phosphate receptor (S1P1-5).

Biochem/physiol Actions

Sphingosine 1-phosphate (S1P) plays a vital role as a secondary messenger in physiological processes. It is implicated in the pathogenesis of osteoporosis, cancer, atherosclerosis and diabetes. S1P regulates skin dendritic cells and keratinocytes

Packaging

2 mL Amber Glass Sealed Ampule (LM2144-1EA)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225 - H319

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

55.4 °F - closed cup

Flash Point(C)

13.0 °C - closed cup

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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Sphingosine 1-phosphate ≥98.0% (TLC)

Sigma-Aldrich

73914

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860662P

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Sigma-Aldrich

S9666

Sphingosine 1-phosphate

High-Throughput Assays to Measure Intracellular Ca2+ Mobilization in Cells that Express Recombinant S1P Receptor Subtypes
Valentine WJ and Tigyi G
Methods in Molecular Biology, 77-87 (2012)
Sphingosine-1-phosphate: an enigmatic signalling lipid
Spiegel S and Milstien S
Nature Reviews in Molecular and Cell Biology, 4(5), 397-397 (2003)
Sphingosine-1-phosphate as signaling molecule in the skin
Japtok L, et al.
Allergo journal international, 23(2), 54-59 (2014)
Sphingosine-1-phosphate signaling and its role in disease
Maceyka M, et al.
Trends in Cell Biology, 22(1), 50-60 (2012)

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