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Merck
CN

567735

Sphingosylphosphoryl-choline

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

别名:

Sphingosylphosphoryl-choline, SPC, lyso-Sphingomyelin

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关于此项目

经验公式(希尔记法):
C23H49N2O5P
化学文摘社编号:
分子量:
464.62
UNSPSC Code:
12352211
NACRES:
NA.77
MDL number:
Assay:
≥98% (TLC)
Form:
solid
Quality level:
Storage condition:
OK to freeze
desiccated
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产品名称

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

SMILES string

[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

InChI key

JLVSPVFPBBFMBE-HXSWCURESA-N

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

Quality Level

Biochem/physiol Actions

Cell permeable: no
Primary Target
A potent mitogen
Product does not compete with ATP.
Reversible: no

Disclaimer

Toxicity: Standard Handling (A)

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.

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.

Preparation Note

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

Legal Information

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

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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