D-erythro/L-threo Lysosphingomye

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D-erythro/L-threo Lysosphingomyelin (d18:1)

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Cat No: 31557

Biochemicals - Lipids

Lysosphingomyelin is an endogenous bioactive sphingolipid and a constituent of lipoproteins.{18803,18804} It is produced by the removal of the acyl group from sphingomyelin by a deacylase and acts as a precursor in the biosynthesis of sphingosine-1-ph...

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Territorial Availability: Available through Bertin Technologies only in France

Synonyms:

2-[[[(2-amino-3-hydroxy-4-octadecen-1-yl)oxy]hydroxyphosphinyl]oxy]-N,N,N-trimethyl-ethanaminium, inner salt

Correlated keywords:

S-1P1 S1-P1 1 2 3 OGR-1 S1P13

Product Overview:
Lysosphingomyelin is an endogenous bioactive sphingolipid and a constituent of lipoproteins.{18803,18804} It is produced by the removal of the acyl group from sphingomyelin by a deacylase and acts as a precursor in the biosynthesis of sphingosine-1-phosphate (S1P; Item No. 62570). D-erythro Lysosphingomyelin is an agonist of the S1P receptors S1P1, S1P2, and S1P3 (EC50s = 167.7, 368.1, and 482.6 nM, respectively, for the human receptors).{37413} It is also an agonist of the orphan receptor ovarian cancer G protein-coupled receptor 1 (ORG1) that induces calcium accumulation in cells overexpressing OGR1 (EC50 = ~35 nM).{59108} Levels of D-erythro lysosphingomyelin are increased in skin isolated from patients with atopic dermatitis, as well as postmortem brain from patients with Niemann-Pick disease type A, but not type B.{18804,59109} L-threo lysosphingomyelin is also an S1P1-3 agonist (EC50s = 19.3, 131.8, and 313.3 nM, respectively).{37413} This product is a mixture of D-erythro and L-threo lysosphingomyelin. [Matreya, LLC. Catalog No. 1321]

Size	5 mg
Shipping	dry ice
CAS Number	82970-80-7
Molecular Formula	C₂₃H₄₉N₂O₅P
SMILES	NC(COP(OCC[N+](C)(C)C)([O-])=O)C(O)/C=C/CCCCCCCCCCCCC
Molecular Weight	464,6
Formulation	A solid
Purity	≥98%
Custom Code	2923.90
UNSPSC code	12352100

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MSDS

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Our scientists are experts in the synthesis, purification, and characterization of biochemicals ranging from small drug-like heterocycles to complex biolipids, fatty acids, and many others. We are also highly skilled in all aspects of assay and antibody development, protein expression, crystallization, and structure determination.

Over the past thirty years, Cayman developed a deep knowledge base in lipid biochemistry, including research involving the arachidonic acid cascade, inositol phosphates, and cannabinoids. This knowledge enabled the production of reagents of exceptional quality for cancer, oxidative injury, epigenetics, neuroscience, inflammation, metabolism, and many additional lines of research.

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D-erythro/L-threo Lysosphingomyelin (d18:1)

D-erythro/L-threo Lysosphingomyelin (d18:1)