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A propos de cet article
Formule empirique (notation de Hill) :
C35H69NO3
Numéro CAS:
Poids moléculaire :
551.93
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Service technique
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>99% (TLC)
form
powder
packaging
pkg of 1 × 10 mg (860517P-10mg), pkg of 1 × 25 mg (860517P-25mg), pkg of 1 × 5 mg (860517P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
OC[C@]([H])(NC(CCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC
InChI
1S/C35H69NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-35(39)36-33(32-37)34(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h28,30,33-34,37-38H,3-27,29,31-32H2,1-2H3,(H,36,39)/b30-28+/t33-,34+/m0/s1
InChI key
ICWGMOFDULMCFL-QKSCFGQVSA-N
General description
Ceramide synthesis is mediated either by the salvage pathway by the acylation of sphingosine or sphingolipids hydrolysis or by de novo pathway via dihydroceramide formation. Structurally, ceramides have a sphingoid base, a long-chain amino alcohol linked to fatty acid by an amide bond.
Application
C17 Ceramide (d18:1/17:0) has been used:
- as an internal standard for myocardial ceramide quantification using chromatography with negative ion electrospray ionization coupled to tandem mass spectrometry
- as an internal standard in tandem mass spectrometry (MS/MS)
- as a substrate for sphingomyelin synthase 2 enzyme
Biochem/physiol Actions
Ceramides play a key role in regulating various cellular processes like senescence and apoptosis. They are directly involved in the proliferation and differentiation of skin cells and regulate skin barrier functionality. Ceramide based analogs are potential anti-tumor agents and are regarded as tumor suppressor lipid.
Packaging
5 mL Amber Glass Screw Cap Vial (860517P-10mg)
5 mL Amber Glass Screw Cap Vial (860517P-25mg)
5 mL Amber Glass Screw Cap Vial (860517P-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Classe de stockage
11 - Combustible Solids
wgk
WGK 3
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Ye-Ryung Kim et al.
Experimental & molecular medicine, 51(11), 129-129 (2019-11-05)
The endoplasmic reticulum (ER) is not only important for protein synthesis and folding but is also crucial for lipid synthesis and metabolism. In the current study, we demonstrate an important role of ceramide synthases (CerS) in ER stress and NAFLD
Takuya Takeichi et al.
The Journal of clinical investigation, 130(2), 890-903 (2019-11-02)
The corneocyte lipid envelope, composed of covalently bound ceramides and fatty acids, is important to the integrity of the permeability barrier in the stratum corneum, and its absence is a prime structural defect in various skin diseases associated with defective
Insulin resistance, ceramide accumulation, and endoplasmic reticulum stress in human chronic alcohol-related liver disease
Longato L, et al.
Oxidative Medicine and Cellular Longevity, 2012 (2012)
Numéro d'article de commerce international
| Référence | GTIN |
|---|---|
| 860517P-10MG | 04061835317608 |
| 860517P-25MG | 04061835317615 |
| 860517P-5MG | 04061835317622 |