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About This Item
Empirical Formula (Hill Notation):
C18H31D7NO5P
CAS Number:
Molecular Weight:
386.51
UNSPSC Code:
12352211
NACRES:
NA.25
Assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 1 mg (860659P-1mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand
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]
InChI
1S/C18H38NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(20)17(19)16-24-25(21,22)23/h14-15,17-18,20H,2-13,16,19H2,1H3,(H2,21,22,23)/b15-14+/t17-,18+/m0/s1/i1D3,2D2,3D2
InChI key
DUYSYHSSBDVJSM-AVMMVCTPSA-N
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)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class Code
11 - Combustible Solids
Flash Point(F)
No data available
Flash Point(C)
No data available
Regulatory Information
美国出口管控产品
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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)
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)
Iulia Zoicas et al.
Cells, 9(5) (2020-05-24)
Human and murine studies identified the lysosomal enzyme acid sphingomyelinase (ASM) as a target for antidepressant therapy and revealed its role in the pathophysiology of major depression. In this study, we generated a mouse model with overexpression of Asm (Asm-tgfb)
Henning Carstens et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 53(6), 1015-1028 (2019-12-20)
Pulmonary infections with Pseudomonas aeruginosa (P. aeruginosa) or Staphylococcus aureus (S. aureus) are of utmost clinical relevance in patients with cystic fibrosis, chronic obstructive pulmonary disease, after trauma and burn, upon ventilation or in immuno-compromised patients. Many P. aeruginosa and
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