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Key Documents

860517P

Avanti

C17 Ceramide (d18:1/17:0)

Avanti Research - A Croda Brand

Synonyme(s) :

N-heptadecanoyl-D-erythro-sphingosine

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About This Item

Formule empirique (notation de Hill):
C35H69NO3
Numéro CAS:
Poids moléculaire :
551.93
Code UNSPSC :
12352211
Nomenclature NACRES :
NA.25

Forme

powder

Conditionnement

pkg of 1 × 10 mg (860517P-10mg)
pkg of 1 × 25 mg (860517P-25mg)
pkg of 1 × 5 mg (860517P-5mg)

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 

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

Clé InChI

ICWGMOFDULMCFL-QKSCFGQVSA-N

Description générale

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

Actions biochimiques/physiologiques

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.

Conditionnement

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)

Informations légales

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Souvent commandé avec ce produit

Réf. du produit
Description
Tarif

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
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)
Intercellular and intracellular functions of ceramides and their metabolites in skin
Cha HJ, et al.
International Journal of Molecular Medicine, 38(1), 16-22 (2016)
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)

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