860656P
Avanti
Lyso SM (d17:1)
Avanti Polar Lipids 860656P, powder
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Synonym(s):
Sphingosylphosphorylcholine (C17 base)
Empirical Formula (Hill Notation):
C22H47N2O5P
Recommended Products
form
powder
packaging
pkg of 1 × 10 mg (860656P-10mg)
pkg of 1 × 5 mg (860656P-5mg)
manufacturer/tradename
Avanti Polar Lipids 860656P
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
CCCCCCCCCCCC/C=C/[C@@]([H])(O)[C@@]([H])(N)COP([O-])(OCC[N+](C)(C)C)=O
General description
Lyso-sphingomyelin (Lyso SM) (d17:1), is an amphiphilic lysophospholipid with a long-chain sphingosine (C17 base) and a hydrophilic phosphorylcholine. Lyso SM, also known as sphingosylphosphorylcholine (SPC) is a de-acylated form of sphingomyelin, found in blood plasma.
Biochem/physiol Actions
Lyso-sphingomyelin (Lyso SM) is a vital lipid mediator, with an ability to regulate cell proliferation, migration, differentiation, metabolism and apoptosis. It exhibits various functions in cardiovascular system, immune system, central nervous system and skin. Increased concentration of Lyso SM has been observed in few disease states such as atopic dermatitis, Niemann-Pick disease (NPD) and cancer.
Packaging
5 mL Amber Glass Screw Cap Vial (860656P-10mg)
5 mL Amber Glass Screw Cap Vial (860656P-5mg)
Certificates of Analysis (COA)
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Di Ge et al.
Acta pharmacologica Sinica, 39(12), 1830-1836 (2018-07-28)
Sphingosylphosphorylcholine (SPC) is a bioactive sphingolipid in blood plasma that is metabolized from the hydrolysis of the membrane sphingolipid. SPC maintains low levels in the circulation under normal conditions, which makes studying its origin and action difficult. In recent years
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
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
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