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Merck

860517P

Avanti

C17 Ceramide (d18:1/17:0)

Avanti Research - A Croda Brand

Sinónimos:

N-heptadecanoyl-D-erythro-sphingosine

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About This Item

Fórmula empírica (notación de Hill):
C35H69NO3
Número de CAS:
Peso molecular:
551.93
Número MDL:
Código UNSPSC:
12352211
NACRES:
NA.25

Formulario

powder

envase

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

fabricante / nombre comercial

Avanti Research - A Croda Brand

tipo de lípido

sphingolipids

Condiciones de envío

dry ice

temp. de almacenamiento

−20°C

cadena 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

Clave InChI

ICWGMOFDULMCFL-QKSCFGQVSA-N

Descripción general

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.

Aplicación

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

Acciones bioquímicas o fisiológicas

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.

Envase

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)

Información legal

Avanti Research is a trademark of Avanti Polar Lipids, LLC

también adquirido normalmente con este producto

Referencia del producto
Descripción
Precios

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (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
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)
Prosaposin deficiency and saposin B deficiency (activator-deficient metachromatic leukodystrophy): report on two patients detected by analysis of urinary sphingolipids and carrying novel PSAP gene mutations
Kuchar L, et al.
American Journal of Medical Genetics. Part A, 149(4), 613-621 (2009)
Alexander Triebl et al.
Journal of lipid research, 61(1), 105-115 (2019-11-17)
Quantitative MS of human plasma lipids is a promising technology for translation into clinical applications. Current MS-based lipidomic methods rely on either direct infusion (DI) or chromatographic lipid separation methods (including reversed phase and hydrophilic interaction LC). However, the use

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