860527P
Avanti
C24 Ceramide-1-Phosphate (d18:1/24:0)
Avanti Research™ - A Croda Brand 860527P, powder
Synonym(s):
N-lignoceroyl-ceramide-1-phosphate (ammonium salt)
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About This Item
Empirical Formula (Hill Notation):
C42H87N2O6P
CAS Number:
Molecular Weight:
747.12
UNSPSC Code:
12352211
NACRES:
NA.25
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form
powder
packaging
pkg of 1 × 1 mg (860527P-1mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860527P
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC(CCCCCCCCCCCCCCCCCCCCCCC)=O)COP([O-])(O)=O.[NH4+]
General description
Ceramide 1-phosphate (C1P) is a sphingolipid analog of phosphatidate.
Application
C24 Ceramide-1-Phosphate (d18:1/24:0) or N-lignoceroyl-ceramide-1-phosphate (ammonium salt) has been used as a standard to quantify ceramide content in muscle tissue samples using high-performance liquid chromatography/tandem mass spectrometry (LC/MS2).
Biochem/physiol Actions
Ceramide 1-phosphate (C1P) is a mitogenic agent, which has antiapoptotic and prosurvival activities. It negatively regulates tumor necrosis factor-α (TNFα) production stimulated by lipopolysaccharide. C1P also mediates inflammatory response and aids in phagocytosis. It is considered as a second lipid messenger of agonist-stimulated sphingomyelin metabolism.
Packaging
5 mL Amber Glass Screw Cap Vial (860527P-1mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class Code
11 - Combustible Solids
Certificates of Analysis (COA)
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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
A Gomez-Muñoz et al.
Molecular pharmacology, 47(5), 833-839 (1995-05-01)
Ceramide and ceramide-1-phosphate are sphingolipid analogues of diacylglycerol and phosphatidate, respectively, and they are putative second messengers of agonist-stimulated sphingomyelin metabolism. The interactions of exogenous cell-permeable ceramides and ceramide-1-phosphates in modifying DNA synthesis and signal transduction were investigated in Rat-1
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