567727
D-erythro-Sphingosine-1-phosphate
A putative second messenger that mobilizes calcium from intracellular stores via an IP3-independent pathway.
Synonym(s):
D-erythro-Sphingosine-1-phosphate
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About This Item
Empirical Formula (Hill Notation):
C18H38NO5P
CAS Number:
Molecular Weight:
379.47
UNSPSC Code:
12352211
NACRES:
NA.77
MDL number:
Assay:
≥95% (elemental analysis)
Form:
solid
Quality level:
Storage condition:
OK to freeze, desiccated (hygroscopic)
Quality Level
assay
≥95% (elemental analysis)
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
SMILES string
[P](=O)(OC[C@H](N)[C@H](O)\C=C\CCCCCCCCCCCCC)(O)O
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
General description
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
Mobilizes calcium from intracellular stores
Product does not compete with ATP.
Reversible: no
Packaging
Packaged under inert gas
Preparation Note
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.
Slight warming and vortexing may be required.
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.
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
Disclaimer
Toxicity: Irritant (B)
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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Global Trade Item Number
| SKU | GTIN |
|---|---|
| 567727-1MG | 07790788051679 |