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Merck

860524P

Avanti

C24 Ceramide (d18:1/24:0)

Avanti Research™ - A Croda Brand

Synonym(s):

N-lignoceroyl-D-erythro-sphingosine

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About This Item

Empirical Formula (Hill Notation):
C42H83NO3
CAS Number:
102917-80-6
Molecular Weight:
650.11
MDL number:
MFCD02259276
UNSPSC Code:
12352211
NACRES:
NA.25

Key Documents

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Product Name

C24 Ceramide (d18:1/24:0), Avanti Research™ - A Croda Brand

SMILES string

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

InChI

1S/C42H83NO3/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-42(46)43-40(39-44)41(45)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h35,37,40-41,44-45H,3-34,36,38-39H2,1-2H3,(H,43,46)/b37-35+/t40-,41+/m0/s1

InChI key

ZJVVOYPTFQEGPH-AUTSUKAISA-N

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 10 mg (860524P-10mg)
pkg of 1 × 5 mg (860524P-5mg)
pkg of 1 × 50 mg (860524P-50mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

Application

C24 Ceramide (d18:1/24:0) has been used:
  • in the generation of small unilamellar vesicles
  • as an internal standard in liquid chromatography-mass spectrometry for ceramide quantification from rat samples
  • to test its effect on mitochondrial stress response in worms

Biochem/physiol Actions

C24 ceramide induces mitochondrial stress response. Its levels are depleted in coronary artery disease (CAD). However, elevated ceramide levels is observed in Alzheimer′s disease. C24 is synthesized during stress. It mediates spontaneous neutrophil death.

General description

C24 Ceramide has long acyl chain length of 24 carbon units.

Packaging

5 mL Amber Glass Screw Cap Vial (860524P-10mg)
5 mL Amber Glass Screw Cap Vial (860524P-50mg)
5 mL Amber Glass Screw Cap Vial (860524P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

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Permeability and microstructure of model stratum corneum lipid membranes containing ceramides with long (C16) and very long (C24) acyl chains
Pullmannova P, et al.
Biophysical Chemistry, 224, 20-31 (2017)
Ceramides and sphingomyelinases in senile plaques
Panchal M, et al.
Neurobiology of Disease, 65, 193-201 (2014)
Grégory Seumois et al.
Journal of leukocyte biology, 81(6), 1477-1486 (2007-03-03)
Neutrophils rapidly undergo spontaneous apoptosis following their release from the bone marrow. Although central to leukocyte homeostasis, the mechanisms that regulate neutrophil apoptosis remain poorly understood. We show here that apoptosis of cultured neutrophils is preceded by a substantial increase
Liposome Preparation for the Analysis of Lipid-Receptor Interaction and Efferocytosis
Voss OH, et al.
Current Protocols in Immunology, 120(1), 14-44 (2018)
Lipid biosynthesis coordinates a mitochondrial-to-cytosolic stress response
Kim HE, et al.
Cell, 166(6), 1539-1552 (2016)
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