860527P
Avanti
C24 Ceramide-1-Phosphate (d18:1/24:0)
Avanti Polar Lipids 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 Polar Lipids 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
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
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
Donato A Rivas et al.
Journal of applied physiology (Bethesda, Md. : 1985), 113(11), 1727-1736 (2012-10-09)
One of the most fundamental adaptive physiological events is the response of skeletal muscle to high-intensity resistance exercise, resulting in increased protein synthesis and ultimately larger muscle mass. However, muscle growth in response to contraction is attenuated in older humans.
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