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860063C

Avanti

Milk SM

Sphingomyelin (Milk, Bovine), chloroform

Sinonimo/i:

N-(tricosanoyl)-sphing-4-enine-1-phosphocholine

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About This Item

Numero CAS:
475662-40-9
Numero MDL:
MFCD28143627
Codice UNSPSC:
12352211
NACRES:
NA.25

Saggio

>99% (TLC)

Stato

liquid

Confezionamento

pkg of 1 × 2.5 mL (860063C-25mg)

Produttore/marchio commerciale

Avanti Research™ - A Croda Brand 860063C

Concentrazione

10 mg/mL (860063C-25mg)

Tipo di lipide

sphingolipids

Condizioni di spedizione

dry ice

Temperatura di conservazione

−20°C

Stringa SMILE

[P](=O)([O-])(OC[C@H](NC(=O)CCCCCCCCCCCCCCCCCCCCCC)[C@H](O)\C=C\CCCCCCCCCCCCC)OCC[N+](C)(C)C

InChI

1S/C46H93N2O6P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-26-28-30-32-34-36-38-40-46(50)47-44(43-54-55(51,52)53-42-41-48(3,4)5)45(49)39-37-35-33-31-29-27-19-17-15-13-11-9-7-2/h37,39,44-45,49H,6-36,38,40-43H2,1-5H3,(H-,47,50,51,52)/b39-37+/t44-,45+/m0/s1
SXZWBNWTCVLZJN-NMIJJABPSA-N

Categorie correlate

Descrizione generale

As a major constituent of cell membranes, sphingomyelin is found at particularly high concentrations in the membranes of nerve cells (in the myelin sheaths) and red blood cells. It was previously thought to have a purely structural role, similar to the function of phosphatidylcholine, through intermolecular interactions mediated by the 2-amide group, the 3-hydroxy group and the 4,5-trans double bond of the sphingoid base. However, it is now appreciated that sphingomyelin has a high affinity for cholesterol and that these two lipids pack tightly into liquid-ordered domains among a liquid-disordered phase to form lipid rafts. These membrane microdomains are thought to function as signaling platforms that regulate the localization and interactions of proteins. But sphingomyelin does not just influence signaling as a component of lipid rafts — it is also a precursor to ceramides and other sphingolipid metabolites that comprise the sphingomyelin cycle or sphingolipid network.
Sphingomyelin and related lipids

Applicazioni

Milk SM is suitable:
  • for detecting ceramide in feces
  • for differential scanning calorimetry
  • as a lipid standard

Confezionamento

5 mL Clear Glass Sealed Ampule (860063C-25mg)

Note legali

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Comunemente ordinati con questo prodotto

N° Catalogo
Descrizione
Determinazione del prezzo

Pittogrammi

Skull and crossbonesHealth hazard
GHS06,GHS08

Avvertenze

Danger

Classi di pericolo

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

Organi bersaglio

Central nervous system

Classe di pericolosità dell'acqua (WGK)

WGK 3

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Certificati d'analisi (COA)

Lot/Batch Number

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Iodio ACS reagent, ≥99.8%, solid

Sigma-Aldrich

207772

Iodio

Polymer resonators sensors for detection of sphingolipid gel/fluid phase transition and melting temperature measurement
Li Q, et al.
Sensors and actuators A, Physical, 263, 707-717 (2017)
Neutral ceramidase encoded by the Asah2 gene is essential for the intestinal degradation of sphingolipids
Kono M, et al.
The Journal of biological chemistry, 281(11), 7324-7331 (2006)
Mari Kono et al.
The Journal of biological chemistry, 281(11), 7324-7331 (2005-12-29)
Complex sphingolipids are abundant as eukaryotic cell membrane components, whereas their metabolites, in particular ceramide, sphingosine, and sphingosine 1-phosphate, are involved in diverse cell signaling processes. In mammals, degradation of ceramide by ceramidase yields sphingosine, which is phosphorylated by the
A relative quantitative positive/negative ion switching method for untargeted lipidomics via high resolution LC-MS/MS from any biological source
Breitkopf S B, et al.
Metabolomics, 13(3), 30-30 (2017)
S Jyonouchi et al.
Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology, 44(1), 58-68 (2013-10-15)
Eosinophilic esophagitis (EoE) is an atopic disease characterized by eosinophilic inflammation in which dietary antigens (in particular, milk) play a major role. EoE is most likely a mixed IgE and non-IgE food-mediated reaction in which overexpression of Th2 cytokines, particularly
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