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860592P

Avanti

24:0 SM

Avanti Research™ - A Croda Brand 860592P, powder

Sinónimos:

N-lignoceroyl-D-erythro-sphingosylphosphorylcholine

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About This Item

Fórmula empírica (notación de Hill):
C47H95N2O6P
Número de CAS:
60037-60-7
Peso molecular:
815.24
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 10 mg (860592P-10mg)
pkg of 1 × 5 mg (860592P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860592P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC(CCCCCCCCCCCCCCCCCCCCCCC)=O)COP([O-])(OCC[N+](C)(C)C)=O

General description

d-erythro (2S, 3R) sphingomyelin (C24:0-SM) is a synthetic sphingomyelin with acyl chain comprising 24 carbon atom. It is produced by the acylation of D-erythro-sphingosylphosphorylcholine. Sphingomyelin is a key constituent of mammalian cell plasma membranes. It is mainly found at high concentrations in the myelin sheaths of nerve cells, in brain, eye lens and red blood cells. SM have asymmetric molecular structure and high hydrogen-bonding capacity.

Application

24:0 sphingomyelin (SM) is suitable to study its thermotropic and mechanical properties by using differential scanning calorimetry. It is also suitable for use as a lipid standard in ultrafast liquid chromatography−tandem mass spectrometry.

Biochem/physiol Actions

Sphingomyelin (SM) are involved in the formation of functional domains in the membrane bilayer. It also acts as a precursor for sphingolipid signaling molecules including, ceramides and other sphingolipid metabolites.

Packaging

5 mL Amber Glass Screw Cap Vial (860592P-10mg)
5 mL Amber Glass Screw Cap Vial (860592P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

also commonly purchased with this product

Referencia del producto
Descripción
Precios

Storage Class

11 - Combustible Solids

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Mechanical properties of milk sphingomyelin bilayer membranes in the gel phase: Effects of naturally complex heterogeneity, saturation and acyl chain length investigated on liposomes using AFM
Et-Thakafy O, et al.
Chemistry and Physics of Lipids, 210, 47-59 (2018)
Very-long-chain fatty acid sphingomyelin in nuclear lipid microdomains of hepatocytes and hepatoma cells: can the exchange from C24: 0 to C16: 0 affect signal proteins and vitamin D receptor?
Lazzarini A, et al.
Molecular Biology of the Cell, 26(13), 2418-2425 (2015)
Phase transitions of highly asymmetric chain-length N-lignocerylsphingomyelin (C24: 0-SM) bilayer
Ohtaka H, et al.
Journal of Thermal Analysis and Calorimetry, 113(3), 1593-1602 (2013)
Elisabetta Albi et al.
International journal of molecular sciences, 15(7), 11555-11565 (2014-07-01)
Proliferating thyroid cells are more sensitive to UV-C radiations than quiescent cells. The effect is mediated by nuclear phosphatidylcholine and sphingomyelin metabolism. It was demonstrated that proton beams arrest cell growth and stimulate apoptosis but until now there have been
Ebru Afşar et al.
Redox biology, 30, 101430-101430 (2020-01-25)
We aimed to determine sphingolipid levels and examine apoptotic pathways in human retinal pigment epithelial cells (ARPE-19) undergoing endoplasmic reticulum (ER) stress. Cells were treated with tunicamycin (TM) to induce ER stress and tauroursodeoxycholic acid (TUDCA), an ER stress inhibitor
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