860600P

Lyso SM (d18:1)

Avanti Polar Lipids 860600P, powder

• Synonym(s): Sphingosylphosphorylcholine
• Empirical Formula (Hill Notation): C₂₃H₄₉N₂O₅P
• CAS Number: 1670-26-4
• Molecular Weight: 464.62
• UNSPSC Code: 12352211
• NACRES: NA.25

Properties

• form: powder
• packaging: pkg of 1 × 10 mg (860600P-10mg); pkg of 1 × 25 mg (860600P-25mg); pkg of 1 × 5 mg (860600P-5mg); pkg of 1 × 50 mg (860600P-50mg)
• manufacturer/tradename: Avanti Polar Lipids 860600P
• lipid type: sphingolipids
• shipped in: dry ice
• storage temp.: −20°C
• SMILES string: [H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(N)COP([O-])(OCC[N+](C)(C)C)=O
• InChI: 1S/C23H49N2O5P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(26)22(24)21-30-31(27,28)29-20-19-25(2,3)4/h17-18,22-23,26H,5-16,19-21,24H2,1-4H3/b18-17+/t22-,23+/m0/s1
• InChI key: JLVSPVFPBBFMBE-HXSWCURESA-N

Description

General description

Lyso SM (d18:1), also known as sphingosylphosphorylcholine (SPC), is a bioactive lipid molecule. This lysophospholipid is present in normal blood plasma, ascites and various tissues.

Application

Lyso SM (d18:1) has been used:

• to study its effect on the skeletal muscle ryanodine receptor (RyR1), in the presence and absence of calmodulin through single channel recordings in planar lipid bilayers
• as an inhibitor of Ca²⁺ sensor calmodulin (CaM)
• as a standard in circular dichroism (CD) spectroscopy to determine lipid selectivity of the lipid-peptide interactions

Biochem/physiol Actions

Lyso SM (d18:1) or sphingosylphosphorylcholine (SPC) is a lipid mediator that exhibits second messenger functions. It regulates ryanodine receptors (RyRs) and releases Ca²⁺ from the sarco/endoplasmic reticulum. Lyso SM (d18:1) acts as an endogenous inhibitor of ubiquitous Ca²⁺ sensor calmodulin (CaM).

Packaging

5 mL Amber Glass Screw Cap Vial (860600P-10mg)

5 mL Amber Glass Screw Cap Vial (860600P-25mg)

5 mL Amber Glass Screw Cap Vial (860600P-50mg)

5 mL Amber Glass Screw Cap Vial (860600P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable