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860584P

Avanti

16:0 SM (d18:1/16:0)

Avanti Research™ - A Croda Brand

Synonym(s):

N-palmitoyl-D-erythro-sphingosylphosphorylcholine

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About This Item

Empirical Formula (Hill Notation):
C39H79N2O6P
CAS Number:
6254-89-3
Molecular Weight:
703.03
MDL number:
MFCD02259286
UNSPSC Code:
12352211
NACRES:
NA.25
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Product Name

16:0 SM (d18:1/16:0), Avanti Research™ - A Croda Brand, powder

assay

>99% (TOF, LC/MS)

form

powder

packaging

pkg of 1 × 10 mg (860584P-10mg), pkg of 1 × 25 mg (860584P-25mg), pkg of 1 × 5 mg (860584P-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(CCCCCCCCCCCCCCC)=O)COP([O-])(OCC[N+](C)(C)C)=O

InChI

1S/C39H79N2O6P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-38(42)37(36-47-48(44,45)46-35-34-41(3,4)5)40-39(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h30,32,37-38,42H,6-29,31,33-36H2,1-5H3,(H-,40,43,44,45)/b32-30+/t37-,38+/m0/s1

InChI key

RWKUXQNLWDTSLO-GWQJGLRPSA-N

Application

N-palmitoyl-D-erythro-sphingosylphosphorylcholine (16:0 SM (d18:1/16:0)) has been used as a standard for the quantitation of sphingolipid metabolites. It has also been used for the quantification of lipids in green fluorescence protein (GFP) and fatty acid transport protein 4 (FATP4) cells using electrospray ionization tandem mass spectrometry (ESI-MS/MS). It may be used in liposomes to measure ostreolysin A (OlyA) binding to determine the effects of phosphatidylcholines (PCs) on sphingomyelin (SM)/cholesterol interactions.

Packaging

5 mL Amber Glass Screw Cap Vial (860584P-10mg)
5 mL Amber Glass Screw Cap Vial (860584P-25mg)
5 mL Amber Glass Screw Cap Vial (860584P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Elisabeth Corcelle-Termeau et al.
Autophagy, 12(5), 833-849 (2016-04-14)
Sphingomyelin is an essential cellular lipid that traffics between plasma membrane and intracellular organelles until directed to lysosomes for SMPD1 (sphingomyelin phosphodiesterase 1)-mediated degradation. Inactivating mutations in the SMPD1 gene result in Niemann-Pick diseases type A and B characterized by
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
Jung Yong Eum et al.
Journal of chromatography. A, 460849-460849 (2020-01-14)
Aging refers to the intracellular accumulation of reactive oxygen species that damages proteins, DNA, and lipids. As alterations in lipid metabolism may trigger metabolic disorders and the onset of metabolic diseases, changes in lipid profiles can be closely related to
View All Related Papers

Global Trade Item Number

SKUGTIN
860584P-5MG04061835318315
860584P-10MG04061835318292
860584P-25MG04061835318308