D-ERYTHRO-SPHINGOSINE-1-PHOSPHATE Struktur

D-ERYTHRO-SPHINGOSINE-1-PHOSPHATE

Bezeichnung:D-ERYTHRO-SPHINGOSINE-1-PHOSPHATE

CAS-Nr26993-30-6

Englisch Name:D-ERYTHRO-SPHINGOSINE-1-PHOSPHATE

CBNumberCB4181497

SummenformelC18H38NO5P

Molgewicht379.47

MOL-Datei26993-30-6.mol

D-ERYTHRO-SPHINGOSINE-1-PHOSPHATE physikalisch-chemischer Eigenschaften

Schmelzpunkt	179-189°C
Siedepunkt	548.8±60.0 °C(Predicted)
Dichte	1.094±0.06 g/cm3(Predicted)
RTECS-Nr.	RG2260500
storage temp.	-20°C
Löslichkeit	methanol: THF: water (6:3:1): >0.5 mg/mL
Aggregatzustand	waxy solid
pka	1.76±0.10(Predicted)
Farbe	yellow
Sensitive	Light Sensitive
Stabilität	Moisture, Temperature Sensitive; Hygroscopic
CAS Datenbank	26993-30-6(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36
WGK Germany	3
HS Code	29225090
DEA Controlled Substances	CSCN: 1635 CAS SCH: IV NARC: N

Gefahreninformationscode (GHS)

D-ERYTHRO-SPHINGOSINE-1-PHOSPHATE Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Beschreibung
Sphingosine-1-phosphate (S1P) is the product of phosphorylation of sphingosine by sphingosine kinase that is secreted from cells and acts as an agonist at S1P receptors. It increases intracellular calcium levels in TAg-Jurkat cells expressing S1P₁ and G_qi5, which allows for phospholipase C stimulation by G_i proteins, when used at a concentration of 200 nM, as well as in TAg-Jurkat cells expressing S1P₂ and S1P₃ receptors (EC₅₀s = 8 and 11 nM, respectively). Intra- and extracellular levels of S1P vary spatially allowing it to function as an autocrine or paracrine factor, respectively, and dysregulation of S1P levels are associated with various disease states, such as inflammation and autoimmunity. S1P has a wide variety of effects, including an involvement in cell growth, angiogenesis, immunity, and neuroprotection.
Chemische Eigenschaften
Off-White to Grey Powder
Verwenden
D-erythro-Dihydrosphingosine-1-phosphate is a saturated analog of D-erythro-Sphingosine-1-phosphate a putative lipid second messenger; found to inhibit cellular mobility of melanoma cells at very low concentrations with no toxic effects thereby making it a possible agent for prevention of tumor cell metastasis and inflammatory processes.
Verwenden
A putative lipid second messenger; found to inhibit cellular mobility of melanoma cells at very low concentrations with no toxic effects thereby making it a possible agent for prevention of tumor cell metastasis and inflammatory processes. It mobilizes intracellular calcium stores, decreases cellular cAMP, activates phospholipase D and does not inhibitprotein kinase C.
Verwenden
A ligand for EDG-1 and EDG-3 and activator of GPR3, GPR6, and GPR12.
Definition
ChEBI: A phosphosphingolipid that consists of sphingosine having a phospho group attached at position 1
Allgemeine Beschreibung
Sphingosine-1-phosphate (S1P), a sphingolipid, is an important cellular metabolite and signaling lipid in animal cells. It has also been found in yeasts and plants. Sphingosine kinases (SPKs) catalyzes the synthesis of S1P from spingosine and regulates S1P levels. It is the end product of ceramide catabolism and is metabolized to phosphoethanolamine and hexadecenal by S1P lyase. S1P is produced in endothelial cells.
Biologische Aktivität
Endogenous second messenger involved in the control of cell proliferation and motility, and Ca 2+ mobilization. Acts as an agonist at sphingosine-1-phosphate receptors, S1P 1-5 . Effectors regulated include p38 MAP kinase, PLC, adenylyl cyclase, myosin light chain phosphatase and focal adhesion kinase.
Biochem/physiol Actions
A lipid second messenger that binds to S1P1 and S1P3 receptors. Mobilizes intracellular Ca2+ stores and decreases cellular cAMP. Activates phospholipase D. S1P stimulates the migration of endothelial cells but inhibits the migration of other cell types. Induces angiogenesis.
Lager
Store at +4°C
Einzelnachweise
1) Spiegel and Milstien (2003)?Sphingosine-1-phosphate: an enigmatic signaling lipid; Nat. Rev. Mol. Cell Biol.,?4?397 2) Rosen?et al. (2009)?Sphingosine-1-phosphate receptor signaling; Annu. Rev .Biochem.,?78?743 3) Maceyka?et al. (2012)?Sphingosine-1-phosphate signaling and its role in disease; Trends Cell Biol.,?22?50

D-ERYTHRO-SPHINGOSINE-1-PHOSPHATE Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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