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567735

Sphingosylphosphoryl-choline

Name: Sphingosylphosphoryl-choline
Brand: MM

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:

1670-26-4

分子量:

464.62

UNSPSC Code:

12352211

NACRES:

NA.77

MDL number:

MFCD02259287

Assay:

≥98% (TLC)

Form:

solid

Storage condition:

OK to freeze, desiccated

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属性

Quality Segment

100

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

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

说明

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 (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.

Biochem/physiol Actions

Cell permeable: no

Primary Target
A potent mitogen

Product does not compete with ATP.

Reversible: no

Preparation Note

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.

Legal Information

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

Disclaimer

Toxicity: Standard Handling (A)

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存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c