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860639P

Avanti

Lyso SM-d7

Avanti Polar Lipids 860639P, powder

Synonym(s):

sphingosylphosphorylcholine-d7

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About This Item

Empirical Formula (Hill Notation):
C23H42D7N2O5P
CAS Number:
2260670-14-0
Molecular Weight:
471.66
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 1 mg (860639P-1mg)
pkg of 1 × 5 mg (860639P-5mg)

manufacturer/tradename

Avanti Polar Lipids 860639P

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@](/C=C/CCCCCCCCCCC([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])(O)[C@@]([H])(N)COP([O-])(OCC[N+](C)(C)C)=O

General description

Lyso-sphingomyelin (Lyso SM)- d7, is a deuterated derivative of Lyso SM. Lyso SM is an amphiphilic lysophospholipid containing sphingoid backbone and a phosphorylcholine. It is a de-acylated form of sphingomyelin.
Sphingosylphosphorylcholine is derived from sphingomyelin. It is known to be localized to plasma and also present in lipoproteins.

Biochem/physiol Actions

Lyso-sphingomyelin (Lyso SM) or sphingosylphosphorylcholine (SPC) serves as a multifunctional bioactive sphingolipid in cardiovascular system, immune system, central nervous system and skin. It has a potential to regulate cell proliferation, migration, differentiation, metabolism and apoptosis. Patients with pathological conditions such as atopic dermatitis, Niemann-Pick disease (NPD) and cancer show considerably higher levels of Lyso SM.
Lysosphingolipids serves as a marker for many sphingolipidoses. Sphingosylphosphorylcholine serves as a bioactive lipid in some tissues and immune system.

Packaging

5 mL Amber Glass Screw Cap Vial (860639P-1mg)
5 mL Amber Glass Screw Cap Vial (860639P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

Flash Point(F)

No data available

Flash Point(C)

No data available

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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Rapid screening for lipid storage disorders using biochemical markers. Expert center data and review of the literature
Voorink MM, et al.
Molecular Genetics and Metabolism, 123(2), 76-84 (2018)
The multi-functional role of sphingosylphosphorylcholine
Nixon GF, et al.
Progress in Lipid Research, 47(1), 62-75 (2008)
Sphingosylphosphorylcholine in cancer progress
Yue HW, et al.
International Journal of Clinical and Experimental Medicine, 8(8), 11913-11913 (2015)
Lyso-sphingomyelin is elevated in dried blood spots of Niemann-Pick B patients
Chuang W L, et al.
Molecular Genetics and Metabolism, 111(2), 209-211 (2014)

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