860639P
Avanti
Lyso SM-d7
Avanti Polar Lipids 860639P, powder
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sphingosylphosphorylcholine-d7
C23H42D7N2O5P
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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)
Flash Point(F)
No data available
Flash Point(C)
No data available
Regulatory Information
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Certificates of Analysis (COA)
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The multi-functional role of sphingosylphosphorylcholine
Progress in Lipid Research, 47(1), 62-75 (2008)
Sphingosylphosphorylcholine in cancer progress
International Journal of Clinical and Experimental Medicine, 8(8), 11913-11913 (2015)
Rapid screening for lipid storage disorders using biochemical markers. Expert center data and review of the literature
Molecular Genetics and Metabolism, 123(2), 76-84 (2018)
Lyso-sphingomyelin is elevated in dried blood spots of Niemann-Pick B patients
Molecular Genetics and Metabolism, 111(2), 209-211 (2014)
Molecular genetics and metabolism, 111(2), 209-211 (2014-01-15)
Niemann-Pick disease type B (NPD-B) is caused by a partial deficiency of acid sphingomyelinase activity and results in the accumulation of lysosomal sphingomyelin (SPM) predominantly in macrophages. Notably, SPM is not significantly elevated in the plasma, whole blood, or urine
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