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860517P

Avanti

C17 Ceramide (d18:1/17:0)

N-heptadecanoyl-D-erythro-sphingosine, powder

Empirical Formula (Hill Notation):
C35H69NO3
CAS Number:
Molecular Weight:
551.93
NACRES:
NA.25

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 Polar Lipids 860517P

shipped in

dry ice

storage temp.

−20°C

SMILES string

OC[C@]([H])(NC(CCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC

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-5mg)
5 mL Amber Glass Screw Cap Vial (860517P-25mg)

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Certificate of Analysis

Certificate of Origin

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
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)
André F Nascimento et al.
Life sciences, 88(23-24), 1031-1038 (2011-04-05)
Leptin resistance has been associated with cardiac lipotoxicity; however, whether leptin resistance is a risk factor associated with cardiac lipotoxicity at different time points in diet-induced obesity is unclear. The objective of this study was to evaluate this relationship. Male
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
Long-term high-fat diet-induced obesity decreases the cardiac leptin receptor without apparent lipotoxicity
Nascimento AF, et al.
Life Sciences, 88(23-24), 1031-1038 (2011)

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