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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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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
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)
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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