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
• Empirical Formula (Hill Notation): C₁₈H₃₈NO₅P
• CAS Number: 26993-30-6
• Molecular Weight: 379.47
• MDL number: MFCD00270077
• UNSPSC Code: 12352211
• NACRES: NA.77

Properties

• 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

Description

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

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable