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Cat. No.: HY-W673649

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N-Oleyl-sphingomyelin

N-Oleyl-sphingomyelin is a bilayer property lipid modulator with affinity for cholesterol bilayers. N-Oleyl-sphingomyelin reduces the amount of cholesterol required for liquid-ordered phase formation and enhances the cholesterol tolerance of membrane structures. N-Oleyl-sphingomyelin can be used in studies related to membrane lipid phase separation and lipid raft structures.

For research use only. We do not sell to patients.

CAS No.: 108392-10-5
Formula: C₄₁H₈₁N₂O₆P
Molecular Weight:729.08

Storage:

Please store the product under the recommended conditions in the Certificate of Analysis.

N-Oleyl-sphingomyelin Chemical Structure

CAS No.: 108392-10-5

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Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- In Vitro
Chemical Information
Purity & Documentation
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Biological Activity

Description

In Vitro

N-Oleyl-sphingomyelin vesicles show higher affinity for cholesterol than POPC vesicles, and can form a liquid-ordered phase at lower cholesterol concentrations; their mixed vesicles with N-palmitoyl-sphingomyelin exhibit only a single phase transition, with asymmetric differences in the miscibility of components between the two phases^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Chemical Information

CAS No. 108392-10-5
Molecular Weight 729.08
Formula C₄₁H₈₁N₂O₆P
SMILES

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

Room temperature in continental US; may vary elsewhere.
Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation

Handling Instructions (2659 KB)

References

[1]. Halling KK, Ramstedt B, Nyström JH, et al. Cholesterol interactions with fluid-phase phospholipids: effect on the lateral organization of the bilayer. Biophysical journal. 2008 Oct;95(8):3861-71. [Content Brief]

Calculators

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Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

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100 mg

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