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860530P

Avanti

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

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C20H43N2O6P
CAS Number:
474943-68-5
Molecular Weight:
438.54
UNSPSC Code:
12352211
NACRES:
NA.25

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 Code

11 - Combustible Solids

WGK

WGK 3

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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