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860639P

Avanti

Lyso SM-d7

Avanti Research™ - A Croda Brand 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 Research™ - A Croda Brand 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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Sphingosylphosphorylcholine in cancer progress
Yue HW, et al.
International Journal of Clinical and Experimental Medicine, 8(8), 11913-11913 (2015)
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)
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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