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Key Documents

O5627

Sigma-Aldrich

N-Oleoyl-D-sphingomyelin semisynthetic from bovine brain sphingomyelin

Synonym(s):

N-(cis-9-Octadecenoyl)-D-sphingosine-1-phosphocholine

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About This Item

Empirical Formula (Hill Notation):
C41H81N2O6P
CAS Number:
Molecular Weight:
729.07
MDL number:
UNSPSC Code:
12352211

storage temp.

−20°C

SMILES string

CCCCCCCCCCCCC\C=C\[C@H](O)[C@@H](COP(O)(=O)OCC[N](C)(C)C)NC(=O)CCCCCCC\C=C/CCCCCCCC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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P Mattjus et al.
Chemistry and physics of lipids, 71(1), 73-81 (1994-05-06)
In this study we have examined the interaction between cholesterol and phospholipids in monolayers using cholesterol oxidase (Streptomyces cinnamomeus) as a probe. Monolayers containing cholesterol and phospholipids in different molar ratios were exposed to cholesterol oxidase at a lateral surface
Katrin K Halling et al.
Biophysical journal, 95(8), 3861-3871 (2008-07-22)
The lateral organization of lipids and proteins in cell membranes is recognized as an important factor in several cellular processes. Cholesterol is thought to function as a modulator of the lateral segregation of lipids into cholesterol-poor and cholesterol-rich domains. We
T Pawelczyk et al.
Biochimie, 79(12), 741-748 (1998-04-02)
Bovine brain sphingomyelin was separated into different molecular species using a reverse phase column. PLC delta 1 was inhibited by all molecular species of sphingomyelin. The extent of this inhibition was dependent on the hydrophobicity. Based on fatty acid analysis

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