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860530P

Avanti

C2 Ceramide-1-Phosphate (d18:1/2:0)

N-acetoyl-ceramide-1-phosphate (ammonium salt), powder

Synonyme(s) :

(2S,3R,4E)?2?acetoylaminooctadec?4?ene?1,3?diol?1?phosphate (ammonium salt)

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About This Item

Formule empirique (notation de Hill):
C20H43N2O6P
Numéro CAS:
474943-68-5
Poids moléculaire :
438.54
Code UNSPSC :
12352211
Nomenclature NACRES :
NA.25

Forme

powder

Conditionnement

pkg of 1 × 1 mg (860530P-1mg)

Fabricant/nom de marque

Avanti Research™ - A Croda Brand 860530P

Type de lipide

sphingolipids

Conditions d'expédition

dry ice

Température de stockage

−20°C

Chaîne SMILES 

[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

Clé InChI

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.

Conditionnement

5 mL Amber Glass Screw Cap Vial (860530P-1mg)

Informations légales

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

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Fang-Cheng Bi et al.
The Plant cell, 26(8), 3449-3467 (2014-08-26)
Arabidopsis thaliana plants that lack ceramide kinase, encoded by ACCELERATED CELL DEATH5 (ACD5), display spontaneous programmed cell death late in development and accumulate substrates of ACD5. Here, we compared ceramide accumulation kinetics, defense responses, ultrastructural features, and sites of reactive
Shu-Chih Chen-Quay et al.
Journal of pharmaceutical sciences, 98(2), 606-619 (2008-06-20)
Tight junctions (TJs) play an important role in regulating paracellular drug transport. The aim of this study was to identify lipids that rapidly and reversibly alter transepithelial electrical resistance (TER) and/or TJ permeability in epithelial tissue. In this study, we
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
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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