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About This Item
Empirical Formula (Hill Notation):
C41H83N2O6P
CAS Number:
Molecular Weight:
731.08
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 10 mg (860586P-10mg), pkg of 1 × 5 mg (860586P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC(CCCCCCCCCCCCCCCCC)=O)COP([O-])(OCC[N+](C)(C)C)=O
InChI
1S/C41H83N2O6P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-41(45)42-39(38-49-50(46,47)48-37-36-43(3,4)5)40(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h32,34,39-40,44H,6-31,33,35-38H2,1-5H3,(H-,42,45,46,47)/b34-32+/t39-,40+/m0/s1
InChI key
LKQLRGMMMAHREN-YJFXYUILSA-N
Application
N-stearoyl-D-erythro-sphingosylphosphorylcholine (18:0 SM (d18:1/18:0)) has been used:
- in liposomes to measure ostreolysin A (OlyA) binding in order to interpret the effects of phosphatidylcholines (PCs) on sphingomyelin (SM)/cholesterol interactions
- as a standard for the quantitation of sphingolipid metabolites
- as a standard for the absolute quantification of epidermal lipids using liquid chromatography-tandem mass spectrometry (LC/MS/MS)
Packaging
5 mL Amber Glass Screw Cap Vial (860586P-10mg)
5 mL Amber Glass Screw Cap Vial (860586P-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class
11 - Combustible Solids
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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
Zhixing Wang et al.
The Journal of investigative dermatology, 133(3), 668-676 (2012-10-26)
The stratum corneum is composed of protein-enriched corneocytes embedded in an intercellular matrix of nonpolar lipids organized as lamellar layers and giving rise to epidermal permeability barrier (EPB). EPB defects have an important role in the pathophysiology of skin diseases
Delphine Milhas et al.
FEBS letters, 584(9), 1887-1894 (2009-10-28)
The plasma membrane (PM) is a major resource for production of bioactive lipids and contains a large proportion of the cellular sphingomyelin (SM) content. Consequently, the regulation of SM levels at the PM by enzymes such as sphingomyelinase (SMase) and
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 860586P-10MG | 04061835318346 |
| 860586P-5MG | 04061835318353 |