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860584P

Avanti

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

Avanti Research - A Croda Brand, powder

Synonym(s):

N-palmitoyl-D-erythro-sphingosylphosphorylcholine

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About This Item

Empirical Formula (Hill Notation):
C39H79N2O6P
CAS Number:
Molecular Weight:
703.03
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25

Pricing and availability is not currently available.

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

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manufacturer/tradename

Avanti Research - A Croda Brand 850325P

manufacturer/tradename

Avanti Research - A Croda Brand 850330P

manufacturer/tradename

Avanti Research - A Croda Brand 850325C

manufacturer/tradename

Avanti Research - A Croda Brand 850367C

shipped in

dry ice

shipped in

dry ice

shipped in

dry ice

shipped in

dry ice

form

powder

form

powder

form

liquid

form

liquid

packaging

pkg of 1 × 200 mg (850325P-200mg), pkg of 1 × 25 mg (850325P-25mg)

packaging

pkg of 1 × 25 mg (850330P-25mg), pkg of 1 × 500 mg (850330P-500mg)

packaging

pkg of 1 × 2.5 mL (850325C-25mg), pkg of 2 × 4 mL (850325C-200mg)

packaging

pkg of 1 × 2.5 mL (850367C-25mg)

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

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.[1] 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).[2] It may be used in liposomes to measure ostreolysin A (OlyA) binding to determine the effects of phosphatidylcholines (PCs) on sphingomyelin (SM)/cholesterol interactions.[3]

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 Code

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
Elisabetta Albi et al.
International journal of molecular sciences, 15(7), 11555-11565 (2014-07-01)
Proliferating thyroid cells are more sensitive to UV-C radiations than quiescent cells. The effect is mediated by nuclear phosphatidylcholine and sphingomyelin metabolism. It was demonstrated that proton beams arrest cell growth and stimulate apoptosis but until now there have been
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
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

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