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Sphinganine-1-phosphate (d18:0)

Names

[ CAS No. ]:
19794-97-9

[ Name ]:
Sphinganine-1-phosphate (d18:0)

[Synonym ]:
Sphinganine 1-phosphate
D-erythro-sphinganine-1-phosphate
D-erythro-Dihydro-D-sphingosine-1-phosphate

Biological Activity

[Description]:

Sphinganine 1-phosphate (D-erythro-Dihydrosphingosine 1-phosphate) is a polar sphingolipid metabolite that regulates cell migration, differentiation, survival and complex physiological processes[1].

[Related Catalog]:

Research Areas >> Cancer
Research Areas >> Inflammation/Immunology

[Target]

Human Endogenous Metabolite


[In Vitro]

Sphinganine 1-phosphate (S1P) is a potent signaling molecule involved in cell stress responses, cancer, angiogenesis and lymphocyte trafficking. Sphinganine 1-phosphate functions primarily by activating a subgroup of the endothelial differentiation gene (EDG) family of G-protein coupled cell surface receptors. Sphinganine 1-phosphate has opposite effects in the regulation of cell metabolism. Sphinganine 1-phosphate regulates skeletal muscle differentiation and regeneration[1]. Sphinganine 1-phosphate (S1P) is involved in cancer. Sphinganine 1-phosphate regulates processes such as inflammation, which can drive tumorigenesis; neovascularization, which provides cancer cells with nutrients and oxygen; and cell growth and survival[1]. Sphinganine-1-Phosphate (1 μM) phosphorylates ERK MAPK, Akt, and HSP27 and induces HSP27 in human renal endothelial cells[2]. Cell Viability Assay[2] Cell Line: Human renal endothelial cells or human kidney proximal tubule (HK-2) cells Concentration: 1 μM Incubation Time: 2 or 4 hours Result: Induced HSP27 mRNA in cultured human renal endothelial cells. Phosphorylated ERK MAPK and AKT in human renal endothelial cells in a time-dependent manner. Phosphorylated and induced HSP27.

[In Vivo]

Sphinganine 1-phosphate can enhance wound healing in diabetic mice[1].Sphinganine 1-phosphate provides renal and hepatic protection after liver ischemia and reperfusion (IR) injury in mice through selective activation of S1P1 receptors and pertussis toxin-sensitive G-proteins with subsequent activation of ERK and Akt. Sphinganine 1-phosphate (administered 0.1 mg/kg i.v. immediately before reperfusion and 0.2 mg/kg s.c. 2 h after reperfusion) protects against hepatic and renal injury after liver IR[2]. Animal Model: Male C57BL/6 mice (20-25 g)[2] Dosage: 0.1 mg/kg Administration: Administered i.v. immediately before reperfusion and 0.2 mg/kg s.c. 2 h after reperfusion Result: The plasma level of alanine aminotransferase (ALT) and Creatinine (Cr) was 80±6 U/L and 0.46±0.05 mg/dL, respectively. The increases in ALT (7474±557 U/L) and Cr (0.55±0.05 mg/dL) were significantly suppressed at 24 h after reperfusion in mice treated with 0.1 mg/kg i.v. before reperfusion and 0.2 mg/kg s.c. 2 h after reperfusion.

[References]

[1]. Montserrat Serra, et al. Sphingosine 1-phosphate lyase, a key regulator of sphingosine 1-phosphate signaling and function. Adv Enzyme Regul. 2010;50(1):349-62.

[2]. Sang Won Park, et al. Sphinganine-1-phosphate protects kidney and liver after hepatic ischemia and reperfusion in mice through S1P1 receptor activation. Lab Invest. 2010 Aug;90(8):1209-24.

Chemical & Physical Properties

[ Molecular Formula ]:
C18H40NO5P

[ Molecular Weight ]:
381.48800

[ Exact Mass ]:
381.26400

[ PSA ]:
122.82000

[ LogP ]:
4.96550

[ Vapour Pressure ]:
2.66E-14mmHg at 25°C

Safety Information

[ HS Code ]:
2922509090

Synthetic Route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2922509090

[ Summary ]:
2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%


Related Compounds