567735
Sphingosylphosphoryl-choline
SPC is the deacylated derivative of sphingomyelin known to accumulate in neuropathic Niemann-Pick disease type A.
Synonym(s):
Sphingosylphosphoryl-choline, SPC, lyso-Sphingomyelin
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About This Item
Empirical Formula (Hill Notation):
C23H49N2O5P
CAS Number:
Molecular Weight:
464.62
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.77
Recommended Products
Quality Level
assay
≥98% (TLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze
desiccated
color
white
solubility
chloroform/methanol (2:1): 1 mg/mL
shipped in
ambient
storage temp.
−20°C
SMILES string
[P](=O)([O-])(OC[C@H](N)[C@H](O)\C=C\CCCCCCCCCCCCC)OCC[N+](C)(C)C
General description
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 (p125FAK) 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.
Biochem/physiol Actions
Cell permeable: no
Primary Target
A potent mitogen
A potent mitogen
Product does not compete with ATP.
Reversible: no
Warning
Toxicity: Standard Handling (A)
Reconstitution
Following initial thaw, aliquot and freeze (-20°C). Stock solutions are stable for up to 2 months at -20°C.
Other Notes
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.
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.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Storage Class
11 - Combustible Solids
wgk_germany
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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