567735

Sphingosylphosphoryl-choline

SPC is the deacylated derivative of sphingomyelin known to accumulate in neuropathic Niemann-Pick disease type A.

• Sinónimos: Sphingosylphosphoryl-choline, SPC, lyso-Sphingomyelin
• Fórmula empírica (notación de Hill): C₂₃H₄₉N₂O₅P
• Número de CAS: 1670-26-4
• Peso molecular: 464.62
• Número MDL: MFCD02259287
• Código UNSPSC: 12352211
• NACRES: NA.77

Propiedades

• Nivel de calidad: 100
• Ensayo: ≥98% (TLC)
• Formulario: solid
• fabricante / nombre comercial: Calbiochem^®
• condiciones de almacenamiento: OK to freeze; desiccated
• color: white
• solubilidad: chloroform/methanol (2:1): 1 mg/mL
• Condiciones de envío: ambient
• temp. de almacenamiento: −20°C
• cadena SMILES: [P](=O)([O-])(OC[C@H](N)[C@H](O)\C=C\CCCCCCCCCCCCC)OCC[N+](C)(C)C
• InChI: 1S/C23H49N2O5P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(26)22(24)21-30-31(27,28)29-20-19-25(2,3)4/h17-18,22-23,26H,5-16,19-21,24H2,1-4H3/b18-17+/t22-,23+/m0/s1
• Clave InChI: JLVSPVFPBBFMBE-HXSWCURESA-N

Descripción

Descripción general

SPC is the deacylated derivative of sphingomyelin known to accumulate in neuropathic Niemann-Pick disease type A. A potent mitogen that increases intracellular free Ca²⁺ and free arachidonate through pathways that are only partially PKC-dependent. Stimulates DNA-binding activity of the transcription activator protein AP-1. Rapidly induces tyrosine phosphorylation of focal adhesion kinase (p125^FAK) and paxillin and causes a rapid and transient activation of MAP kinase in Swiss/3T3 cells. Also induces a unique reorganization of the actin cytoskeleton.

Acciones bioquímicas o fisiológicas

Cell permeable: no

Primary Target
A potent mitogen

Product does not compete with ATP.

Reversible: no

Advertencia

Toxicity: Standard Handling (A)

Reconstitución

Following initial thaw, aliquot and freeze (-20°C). Stock solutions are stable for up to 2 months at -20°C.

Otras notas

Berger, A., et al. 1995. Proc. Natl. Acad. Sci. USA 92, 5885.
Dettbarn, C., et al. 1995. Brain Res.669, 79.
Seufferlein, T. and Rozengurt, E. 1995. J. Biol. Chem. 270, 24343.
Seufferlein, T. and Rozengurt, E. 1995. J. Biol. Chem. 270, 24334.

Información legal

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

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable