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860532P

Avanti

C8 Ceramide-1-Phosphate (d18:1/8:0)

Avanti Research - A Croda Brand

Synonyme(s) :

Ammonium (2S,3R,4E)-3-hydroxy-2-(octanoylamino)octadec-4-en-1-yl hydrogen phosphate

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About This Item

Formule empirique (notation de Hill) :
C26H55N2O6P
CAS Number:
Poids moléculaire :
522.70
Code UNSPSC :
12352211
Nomenclature NACRES :
NA.25

Description

N-octanoyl-ceramide-1-phosphate (ammonium salt)

Forme

powder

Conditionnement

pkg of 1 × 1 mg (860532P-1mg)

Fabricant/nom de marque

Avanti Research - A Croda Brand

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(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

Clé InChI

WDZBNEWCUHJJDF-AAMXSQEYSA-N

Description générale

C8 Ceramide-1-Phosphate (d18:1/8:0) or N-octanoyl-ceramide-1-phosphate is a synthetic short-chain ceramide.
Ceramide-1-phosphate is synthesized from ceramide by the phosphorylation reaction catalyzed by ceramide kinase (CerK).

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

Actions biochimiques/physiologiques

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).

Conditionnement

5 mL Amber Glass Screw Cap Vial (860532P-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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