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Sphingosine-1-Phosphate

Product ID S6130
Cas No. 26993-30-6
Purity ≥98%
Product Unit SizeCostQuantityStock
1 mg $254.50 In stock
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Description

Sphingosine-1-phosphate (S1P) is an endogenous signaling sphingolipid produced from metabolism of ceramides. S1P binds the S1P receptor and may inhibit HDACs. S1P exhibits neuroprotective activity as well as both pro-inflammatory and anti-inflammatory properties, depending on the model. S1P increases neuron viability and upregulates expression of Bcl-2 and Bcl-xl, inhibiting glucose deprivation stress. S1P upregulates expression of PAR4, promoting cell migration and COX-2 expression in vitro. Clinically, S1P preserves fertility and gonadal function in subjects exposed to cytotoxic agents such as chemotherapeutic compounds.

Product Info

Cas No.

26993-30-6

Purity

≥98%

Formula

C18H38NO5P

Formula Wt.

379.47

Chemical Name

4-Octadecene-1,3-diol, 2-amino-, 1-(dihydrogen phosphate), (2S,3R,4E)-

IUPAC Name

[(E,2S,3R)-2-amino-3-hydroxyoctadec-4-enyl] dihydrogen phosphate InChI: 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

Synonym

D-erythro-Sphingosine-1-phosphate

Melting Point

155°C

Solubility

Soluble in methanol.

Appearance

White Solid

Shipping and Storage

Store Temp

-20°C

Ship Temp

Ambient

Downloads

MSDS

S6130 MSDS PDF

Info Sheet

S6130 Info Sheet PDF

References

Czubowicz K, Cieślik M, Pyszko J, et al. Sphingosine-1-Phosphate and Its Effect on Glucose Deprivation/Glucose Reload Stress: From Gene Expression to Neuronal Survival. Mol Neurobiol. 2014 Jul 24. [Epub ahead of print]. PMID: 25056275.

Mahajan-Thakur S, Sostmann BD, Fender AC, et al. Sphingosine-1-phosphate induces thrombin receptor PAR-4 expression to enhance cell migration and COX-2 formation in human monocytes. J Leukoc Biol. 2014 Jul 2. [Epub ahead of print]. PMID: 24990321.

Nguyen-Tran DH, Hait NC, Sperber H, et al. Molecular mechanism of sphingosine-1-phosphate action in Duchenne muscular dystrophy. Dis Model Mech. 2014 Jan;7(1):41-54. PMID: 24077965.

Zelinski MB, Murphy MK, Lawson MS, et al. In vivo delivery of FTY720 prevents radiation-induced ovarian failure and infertility in adult female nonhuman primates. Fertil Steril. 2011 Mar 15;95(4):1440-5.e1-7. PMID: 21316047.

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