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SML2709

Sigma-Aldrich

Sphingosine 1-phosphate

≥95% (TLC), liquid, Lipid second messenger

Synonym(s):

(2S,3R,4E)-2-Amino-4-octadecene-1,3-diol 1-phosphate, D-erythro-Sphingosine 1-phosphate, S1P

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About This Item

Empirical Formula (Hill Notation):
C18H38NO5P
Molecular Weight:
379.47
UNSPSC Code:
12352200
NACRES:
NA.77

product name

Sphingosine 1-phosphate ready made solution, ≥95% (TLC), Fully soluble 10mM solution

Quality Level

Assay

≥95% (TLC)

form

liquid

storage temp.

−20°C

General description

Sphingosine 1-phosphate (S1P) is a sphingolipid derived from ceramide by an enzymatic reaction in vivo.1 S1P acts as a signaling molecule by binding to G-protein coupled receptors (S1PR) (S1P1-5 receptors) which results in activation of small GTPases such as Ras, Rac Rho and further downstream intracellular effects such as PI-3-Kinase, Protein kinase C and Hippo signaling pathways. This generates an effect on cell migration, differentiation and survival and therefore effects variety of systems such as immune system, central nervous system and cardiovascular system.2 For instance, S1P was found to inhibit cell apoptosis and induce cell proliferation by binding S1P1 to promote activation of ERK pathway.3 In addition, S1P was found to support cancer cells by inducing angiogenesis and survival of proliferative cells in the tumor microenvironment.4 Due to the vast activities of S1P and the resulted S1PR irregular activation, large discovery efforts are made to identify therapy by S1PR antagonists.5

Biochem/physiol Actions

Anti angigoenesis

Other Notes

Sphingosine 1-phosphate ready made solution is supplied in aqueous solution at 10mM concentration and can be further diluted (X10000) to a working concentration of 1μM.

Storage Class Code

12 - Non Combustible Liquids

WGK

WGK 2


Certificates of Analysis (COA)

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Andreane Cartier et al.
Science (New York, N.Y.), 366(6463) (2019-10-19)
Sphingosine 1-phosphate (S1P), a metabolic product of cell membrane sphingolipids, is bound to extracellular chaperones, is enriched in circulatory fluids, and binds to G protein-coupled S1P receptors (S1PRs) to regulate embryonic development, postnatal organ function, and disease. S1PRs regulate essential
Masato Nakajima et al.
Tumour biology : the journal of the International Society for Oncodevelopmental Biology and Medicine, 39(4), 1010428317699133-1010428317699133 (2017-04-07)
Elucidating the interaction between cancer and non-cancer cells, such as blood vessels, immune cells, and other stromal cells, in the tumor microenvironment is imperative in understanding the mechanisms underlying cancer progression and metastasis, which is expected to lead to the
C Rutherford et al.
Cell death & disease, 4, e927-e927 (2013-11-23)
Although the ability of bioactive lipid sphingosine-1-phosphate (S1P) to positively regulate anti-apoptotic/pro-survival responses by binding to S1P1 is well known, the molecular mechanisms remain unclear. Here we demonstrate that expression of S1P1 renders CCL39 lung fibroblasts resistant to apoptosis following
Michael V Airola et al.
Handbook of experimental pharmacology, (215)(215), 57-76 (2013-04-13)
Sphingolipids are an important class of lipid molecules that play fundamental roles in our cells and body. Beyond a structural role, it is now clearly established that sphingolipids serve as bioactive signaling molecules to regulate diverse processes including inflammatory signaling
Karen Mendelson et al.
Development (Cambridge, England), 141(1), 5-9 (2013-12-19)
Sphingosine 1-phosphate (S1P) is a lipid mediator formed by the metabolism of sphingomyelin. In vertebrates, S1P is secreted into the extracellular environment and signals via G protein-coupled S1P receptors to regulate cell-cell and cell-matrix adhesion, and thereby influence cell migration

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