860659P

Avanti

sphingosine-1-phosphate-d7

D-erythro-sphingosine-d7-1-phosphate, powder

Empirical Formula (Hill Notation):
C18H31D7NO5P
CAS Number:
Molecular Weight:
386.51
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 1 mg (860659P-1mg)

manufacturer/tradename

Avanti Polar Lipids 860659P

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@@]([C@]([NH3+])([H])COP([O-])(O)=O)(O)/C=C/CCCCCCCCCCC(C(C([2H])([2H])[2H])([2H])[2H])([2H])[2H]

General description

Sphingosine-1-phosphate (S1P) or D-erythro-sphingosine-d7-1-phosphate, is a deuterated sphingolipid. S1P, a zwitterionic sphingolipid, is an important cellular metabolite and signaling lipid in animal cells. It has also been found in insects, yeasts and plants. S1P is synthesized from the sphingosine kinase (Sph) 1 and SphK2 present in cytosol and nucleus, respectively.

Application

Sphingosine-1-phosphate (S1P)-d7 has been used as a standard in ultra-high performance liquid chromatography (UHPLC)-Q exactive for validation and quantitative analyses of S1P.

Biochem/physiol Actions

Sphingosine-1-phosphate (S1P) plays a vital role in mammalian brain and cardiac development. It is essential for maturation of the systemic circulatory system and lymph vessels. Additionally, S1P is implicated in trafficking and effector functions of lymphocytes and other blood stem cells. It also provides protection against various forms of tissue injury. S1P also acts as a tumor promoting lipid. S1P has an ability to enhance erythrocyte glycolysis and oxygen delivery therefore, it can be used to treat tissue hypoxia.

Packaging

5 mL Amber Glass Screw Cap Vial (860659P-1mg)

storage_class_code

13 - Non Combustible Solids

Flash Point(F)

No data available

Flash Point(C)

No data available

Certificate of Analysis

Certificate of Origin

An update on sphingosine-1-phosphate and other sphingolipid mediators
Fyrst H and Saba JD
Nature Chemical Biology, 6(7), 489-489 (2010)
Yugesh Kharel et al.
The Biochemical journal, 477(5), 925-935 (2020-02-18)
The interplay of sphingosine 1-phosphate (S1P) synthetic and degradative enzymes as well as S1P exporters creates concentration gradients that are a fundamental to S1P biology. Extracellular S1P levels, such as in blood and lymph, are high relative to cellular S1P....
Structural and functional insight of sphingosine 1-phosphate-mediated pathogenic metabolic reprogramming in sickle cell disease
Sun K, et al.
Scientific reports, 7(1), 15281-15281 (2017)
Huili Zhang et al.
Translational psychiatry, 10(1), 138-138 (2020-05-14)
Fluoxetine is a commonly prescribed antidepressant, and the mechanisms of increased bone fragility with its long-term use remain largely unknown. Here, we show that long-term administration of fluoxetine induces the disruption of sphingolipids metabolism in bone marrow adipose tissue (BMAT)through...
Sphingosine-1-phosphate promotes erythrocyte glycolysis and oxygen release for adaptation to high-altitude hypoxia
Sun K, et al.
Nature Communications, 7(7), 12086-12086 (2016)

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