860652P
Avanti
C8 Ceramide-1-Phosphate (d17:1/8:0)
Avanti Polar Lipids 860652P, powder
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Synonym(s):
N-octanoyl-ceramide-1-phosphate (C17 base) (ammonium salt)
Empirical Formula (Hill Notation):
C25H53N2O6P
Recommended Products
form
powder
packaging
pkg of 1 × 1 mg (860652P-1mg)
manufacturer/tradename
Avanti Polar Lipids 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+]
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)
WGK
WGK 3
Certificates of Analysis (COA)
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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
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
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
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
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
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