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About This Item
Empirical Formula (Hill Notation):
C23H42D7N2O5P
CAS Number:
Molecular Weight:
471.66
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Product Name
Lyso SM-d7, Avanti Research™ - A Croda Brand 860639P, powder
InChI key
JLVSPVFPBBFMBE-SPXZQVPJSA-N
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
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 1 mg (860639P-1mg)
pkg of 1 × 5 mg (860639P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860639P
shipped in
dry ice
storage temp.
−20°C
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.
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.
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
11 - Combustible Solids
flash_point_f
No data available
flash_point_c
No data available
Regulatory Information
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The multi-functional role of sphingosylphosphorylcholine
Nixon GF, et al.
Progress in Lipid Research, 47(1), 62-75 (2008)
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)
Sphingosylphosphorylcholine in cancer progress
Yue HW, et al.
International Journal of Clinical and Experimental Medicine, 8(8), 11913-11913 (2015)
Hong-Wei Yue et al.
International journal of clinical and experimental medicine, 8(8), 11913-11921 (2015-11-10)
Sphingosylphosphorylcholine (SPC) is a naturally occurring bioactive sphingolipid in blood plasma, metabolizing from the hydrolysis of the membrane sphingolipid. It has been shown to exert multifunctional role in cell physiological regulation either as an intracellular second messenger or as an
Wei-Lien Chuang et al.
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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