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About This Item
Empirical Formula (Hill Notation):
C26H55N2O6P
CAS Number:
Molecular Weight:
522.70
NACRES:
NA.25
UNSPSC Code:
12352211
description
N-octanoyl-ceramide-1-phosphate (ammonium salt)
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 1 mg (860532P-1mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC(CCCCCCC)=O)COP([O-])(O)=O.[NH4+]
InChI
1S/C26H52NO6P.H3N/c1-3-5-7-9-10-11-12-13-14-15-16-18-19-21-25(28)24(23-33-34(30,31)32)27-26(29)22-20-17-8-6-4-2;/h19,21,24-25,28H,3-18,20,22-23H2,1-2H3,(H,27,29)(H2,30,31,32);1H3/b21-19+;/t24-,25+;/m0./s1
InChI key
WDZBNEWCUHJJDF-AAMXSQEYSA-N
General description
Ceramide-1-phosphate is synthesized from ceramide by the phosphorylation reaction catalyzed by ceramide kinase (CerK).
C8 Ceramide-1-Phosphate (d18:1/8:0) or N-octanoyl-ceramide-1-phosphate is a synthetic short-chain ceramide.
Application
C8 Ceramide-1-Phosphate (d18:1/8:0) has been used as one of the authentic standards to validate selected metabolites in metabolomic study of vertebrate metamorphosis.
C8 Ceramide-1-Phosphate (d18:1/8:0) or N-octanoyl-ceramide-1-phosphate has been used:
- in lipid preparation to treat endothelial colony-forming cells (ECFCs) for nuclear morphology analysis
- for the validation of C8 ceramide-1-phosphate metabolite to study its effects on the metabolic pathways of Rana catesbeiana during metamorphosis
- to screen lipids that rapidly and reversibly alter transepithelial electrical resistance (TER) or tight junction (TJ) permeability in epithelial tissue
Biochem/physiol Actions
Ceramide-1-phosphate (C1P), as a lipid derived secondary messenger plays a vital role in various cellular processes such as inflammation, cell proliferation, differentiation and apoptosis. It is mitogenic for fibroblasts. C1P is also implicated in the modulation of macrophage chemotaxis. It promotes cell-survival by inhibiting the enzyme acid sphingomyelinase (SMase).
Packaging
5 mL Amber Glass Screw Cap Vial (860532P-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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Ceramide-1-phosphate in cell survival and inflammatory signaling
Gomez-Munoz, A, et al.
Sphingolipids as Signaling and Regulatory Molecules, 118-130 (2010)
Metabolomic insights into system-wide coordination of vertebrate metamorphosis
Ichu T, et al.
BMC Developmental Biology, 14(1), 5-5 (2014)
Ceramide and ceramide 1-phosphate in health and disease
Arana L, et al.
Lipids in Health and Disease, 9(1), 15-15 (2010)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 860532P-1MG | 04061835317844 |