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MilliporeSigma

860652P

Avanti

C8 Ceramide-1-Phosphate (d17:1/8:0)

Avanti Research - A Croda Brand 860652P, powder

Sinónimos:

N-octanoyl-ceramide-1-phosphate (C17 base) (ammonium salt)

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About This Item

Fórmula empírica (notación de Hill):
C25H53N2O6P
Número de CAS:
Peso molecular:
508.67
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 1 mg (860652P-1mg)

manufacturer/tradename

Avanti Research - A Croda Brand 860652P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

CCCCCCCCCCCC/C=C/[C@@]([H])(O)[C@@]([H])(NC(CCCCCCC)=O)COP([O-])(O)=O.[NH4+]

Categorías relacionadas

General description

C8 Ceramide-1-Phosphate (d17:1/8:0) is a novel bioactive sphingolipid. It is formed by the phosphorylation of C8-ceramide or N-octanoyl-D-erythro-sphingosine (C17 base) catalyzed by ceramide kinase (CERK). C1P is a sphingolipid analog of phosphatidate.

Biochem/physiol Actions

Ceramide 1-phosphate (C1P) acts as a mitogenic agent. It exhibits antiapoptotic and prosurvival properties. C1P stimulates inflammatory response and facilitates phagocytosis. It also has an ability to negatively regulate tumor necrosis factor-α (TNFα) production induced by lipopolysaccharide. C1P is reputed to be a second lipid messenger of agonist-stimulated sphingomyelin metabolism.

Packaging

5 mL Amber Glass Screw Cap Vial (860652P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3


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Tack-Joong Kim et al.
Experimental cell research, 317(14), 2041-2051 (2011-06-01)
Ceramide 1-phosphate (C1P) is a novel bioactive sphingolipid formed by ceramide kinase (CERK)-catalyzed phosphorylation of ceramide. It has been implicated in the regulation of such vital pathophysiological functions as phagocytosis and inflammation, but there have been no reports ascribing a
Szczepan Józefowski et al.
Journal of immunology (Baltimore, Md. : 1950), 185(11), 6960-6973 (2010-11-03)
LPS is a constituent of cell walls of Gram-negative bacteria that, acting through the CD14/TLR4 receptor complex, causes strong proinflammatory activation of macrophages. In murine peritoneal macrophages and J774 cells, LPS at 1-2 ng/ml induced maximal TNF-α and MIP-2 release
Lide Arana et al.
Lipids in health and disease, 9, 15-15 (2010-02-09)
Sphingolipids are essential components of cell membranes, and many of them regulate vital cell functions. In particular, ceramide plays crucial roles in cell signaling processes. Two major actions of ceramides are the promotion of cell cycle arrest and the induction
Antonio Gómez-Muñoz et al.
Journal of lipid research, 45(1), 99-105 (2003-10-03)
It was reported previously that ceramide-1-phosphate (Cer-1-P) is mitogenic for fibroblasts (Gómez-Muñoz, A., P. A. Duffy, A. Martin, L. O'Brien, H-S. Byun, R. Bittman, and D. N. Brindley. 1995. Mol. Pharmacol. 47: 883-889; Gómez-Muñoz, A., L. M. Frago, L. Alvarez
V T Hinkovska-Galcheva et al.
The Journal of biological chemistry, 273(50), 33203-33209 (1998-12-05)
Ceramide, a product of agonist-stimulated sphingomyelinase activation, is known to be generated during the phagocytosis of antibody-coated erythrocytes by polymorphonuclear leukocytes. Agonist-stimulated formation of ceramide-1-phosphate is now shown to occur in 32PO4-labeled neutrophils. Ceramide-1-phosphate is formed by a calcium-dependent ceramide

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