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Merck

868584P

Avanti

16:0-d31 SM

Avanti Research - A Croda Brand

Synonym(s):

N-palmitoyl-d31-D-erythro-sphingosylphosphorylcholine

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About This Item

Empirical Formula (Hill Notation):
C39H48N2O6PD31
CAS Number:
Molecular Weight:
734.22
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
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assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (868584P-1mg), pkg of 1 × 5 mg (868584P-5mg)

manufacturer/tradename

Avanti Research - A Croda Brand

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC(C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])=O)COP([O-]

General description

16:0-d31 SM or N-palmitoyl-d31-D-erythro-sphingosylphosphorylcholine is a deuterium labeled N-palmitoyl-sphingomyelin (SM). N-palmitoyl-SM is a sphingomyelin containing N-linked acyl chain with 16C atoms. Sphingomyelin is found in the outer leaflet of the mammalian cell membrane. It is a vital structural constituent of neurons and lipid bilayers.

Application

16:0-d31 SM or N-palmitoyl-d31-D-erythro-sphingosylphosphorylcholine has been used as an internal standard in mass spectrometry to quantify lipids in biological samples.

Packaging

5 mL Amber Glass Screw Cap Vial (868584P-1mg)
5 mL Amber Glass Screw Cap Vial (868584P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC


Storage Class

11 - Combustible Solids



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J Peter Slotte
Biochimica et biophysica acta, 1858(2), 304-310 (2015-12-15)
Sphingomyelin is an important constituent of mammalian cell membranes. Its molecular structure is N-acyl-D-erythro-sphingosylphosphorylcholine. The N-acyls in sphingomyelin often contain 16-24 carbons that are mostly saturated chains; however, the monounsaturated 24:1(Δ15c) acyl chain is also common. In addition to the
Thomas Mehnert et al.
Biophysical journal, 90(3), 939-946 (2005-11-15)
Selectively deuterated N-palmitoyl sphingomyelins were studied by deuterium nuclear magnetic resonance spectroscopy ((2)H-NMR) to elucidate the backbone conformation as well as the interaction of the sphingolipids with glycerophospholipids. Macroscopic alignment of the lipid bilayers provided good spectral resolution and permitted
Sphingomyelin content of dairy protein ingredients and infant formula powders, and identification of bovine sphingomyelin species
Moloney C, et al.
International dairy journal, 78, 138-144 (2018)