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868584P

Avanti

16:0-d31 SM

Avanti Research™ - A Croda Brand 868584P, powder

Synonym(s):

N-palmitoyl-d31-D-erythro-sphingosylphosphorylcholine

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About This Item

Empirical Formula (Hill Notation):
C39H48N2O6PD31
CAS Number:
807617-46-5
Molecular Weight:
734.22
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

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

manufacturer/tradename

Avanti Research™ - A Croda Brand 868584P

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 Code

11 - Combustible Solids

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Structure and lipid interaction of N-palmitoylsphingomyelin in bilayer membranes as revealed by 2H-NMR spectroscopy
Mehnert T, et al.
Biophysical Journal, 90(3), 939-946 (2006)
M G Zenobi et al.
Journal of dairy science, 101(7), 5902-5923 (2018-04-24)
The objectives were to determine the optimal feeding amount of choline in a ruminally protected form to reduce the triacylglycerol (TAG) concentration in liver and to increase TAG in blood plasma of dairy cows. Pregnant, nonlactating multiparous Holstein cows (n
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
The importance of hydrogen bonding in sphingomyelin's membrane interactions with co-lipids
Slotte JP
Biochimica et Biophysica Acta - Biomembranes, 1858(2), 304-310 (2016)
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
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