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Merck

860063P

Avanti

Milk SM

Avanti Research - A Croda Brand

Synonim(y):

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

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About This Item

Numer CAS:
Numer MDL:
Kod UNSPSC:
12352211
NACRES:
NA.25

opis

Sphingomyelin (Milk, Bovine)

Próba

>99% (TLC)

Formularz

powder

opakowanie

pkg of 1 × 200 mg (860063P-200mg)
pkg of 1 × 25 mg (860063P-25mg)

producent / nazwa handlowa

Avanti Research - A Croda Brand

typ lipidu

sphingolipids

Warunki transportu

dry ice

temp. przechowywania

−20°C

ciąg SMILES

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

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

Klucz InChI

SXZWBNWTCVLZJN-NMIJJABPSA-N

Opis ogólny

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

Zastosowanie

Milk SM has been used as a lipid standard. It is also suitable for detecting ceramide in feces and for differential scanning calorimetry.

Opakowanie

5 mL Amber Glass Screw Cap Vial (860063P-200mg)
5 mL Amber Glass Screw Cap Vial (860063P-25mg)

Informacje prawne

Avanti Research is a trademark of Avanti Polar Lipids, LLC
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Kod klasy składowania

11 - Combustible Solids


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Certyfikaty analizy (CoA)

Lot/Batch Number

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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)
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