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567727

Sigma-Aldrich

D-erythro-Sphingosine-1-phosphate

A putative second messenger that mobilizes calcium from intracellular stores via an IP3-independent pathway.

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Synonym(s):
D-erythro-Sphingosine-1-phosphate
Empirical Formula (Hill Notation):
C18H38NO5P
CAS Number:
26993-30-6
Molecular Weight:
379.47
MDL number:
MFCD00270077
UNSPSC Code:
12352211
NACRES:
NA.77

Quality Level

100

Assay

≥95% (TLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)

color

white

solubility

methanol: 0.5 mg/mL

shipped in

ambient

storage temp.

−20°C

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

InChI key

DUYSYHSSBDVJSM-KRWOKUGFSA-N

Related Categories

General description

A putative second messenger that mobilizes calcium from intracellular stores via an IP3 independent pathway. Activates phospholipase D and inhibits chemotactic motility and invasiveness of tumor cells. Also stimulates growth of quiescent Swiss 3T3 fibroblasts.
A putative second messenger that mobilizes calcium from intracellular stores via an IP3-independent pathway. Activates phospholipase D (PLD) and inhibits chemotactic motility and invasiveness of tumor cells. Also stimulates growth of quiescent Swiss/3T3 fibroblasts. Inhibits activation of caspases that cleave PARP and lamins during Fas- and ceramide-mediated apoptosis.

Biochem/physiol Actions

Cell permeable: no
Primary Target
Mobilizes calcium from intracellular stores
Product does not compete with ATP.
Reversible: no

Packaging

Packaged under inert gas

Warning

Toxicity: Irritant (B)

Preparation Note

Slight warming and vortexing may be required.

Reconstitution

Following reconstitution, aliquot and evaporate under a stream of nitrogen. Store at -20°C. Prior to use, dissolve in 4 mg/ml BSA solution with vortexing. Stock solutions are stable for up to 2 months at -20°C.

Other Notes

Cuvillier, O., et al. 1998. J. Biol. Chem. 273, 2910.
Mattie, M., et al. 1994. J. Biol. Chem.269, 3181.
Olivera, A. and Spiegel, S. 1993. Nature365, 557.
Desai, N.N., et al. 1992. J. Biol. Chem.267, 23122.
Sadahira, Y., et al. 1992. Proc. Natl. Acad. Sci. USA89, 9686.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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