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About This Item
Empirical Formula (Hill Notation):
C20H43N2O6P
CAS Number:
Molecular Weight:
438.54
UNSPSC Code:
12352211
NACRES:
NA.25
Product Name
C2 Ceramide-1-Phosphate (d18:1/2:0), N-acetoyl-ceramide-1-phosphate (ammonium salt), powder
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 1 mg (860530P-1mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860530P
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC(C)=O)COP([O-])(O)=O.[NH4+]
InChI
1S/C20H40NO6P.H3N/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(23)19(21-18(2)22)17-27-28(24,25)26;/h15-16,19-20,23H,3-14,17H2,1-2H3,(H,21,22)(H2,24,25,26);1H3/b16-15+;/t19-,20+;/m0./s1
InChI key
RLNAXSSXIQXSCV-AQCNXKLSSA-N
Application
C2 Ceramide-1-Phosphate (d18:1/2:0) or N-acetoyl-ceramide-1-phosphate has been used to screen lipids that rapidly and reversibly alter transepithelial electrical resistance (TER) or tight junction (TJ) permeability in epithelial tissue. It has also been used to study its accumulation kinetics in wild and acd5 plants during development or Botrytis cinerea infection.
Packaging
5 mL Amber Glass Screw Cap Vial (860530P-1mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class
11 - Combustible Solids
wgk
WGK 3
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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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 860530P-1MG | 04061835317820 |