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860600P

Avanti

Lyso SM (d18:1)

Avanti Research™ - A Croda Brand

Synonym(s):

Sphingosylphosphorylcholine

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About This Item

Empirical Formula (Hill Notation):
C23H49N2O5P
CAS Number:
1670-26-4
Molecular Weight:
464.62
MDL number:
MFCD02259287
UNSPSC Code:
12352211
NACRES:
NA.25
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assay

>99% (TLC)

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 Research™ - A Croda Brand

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

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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