860580P

02:0 SM (d18:1/2:0)

Avanti Polar Lipids 860580P, powder

• Synonym(s): N-acetyl-D-erythro-sphingosylphosphorylcholine
• Empirical Formula (Hill Notation): C₂₅H₅₁N₂O₆P
• CAS Number: 148306-05-2
• Molecular Weight: 506.66
• UNSPSC Code: 12352211
• NACRES: NA.25

Properties

• form: powder
• packaging: pkg of 1 × 5 mg (860580P-5mg)
• manufacturer/tradename: Avanti Polar Lipids 860580P
• lipid type: sphingolipids
• shipped in: dry ice
• storage temp.: −20°C
• SMILES string: [H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC(C)=O)COP([O-])(OCC[N+](C)(C)C)=O
• InChI: 1S/C25H51N2O6P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-25(29)24(26-23(2)28)22-33-34(30,31)32-21-20-27(3,4)5/h18-19,24-25,29H,6-17,20-22H2,1-5H3,(H-,26,28,30,31)/b19-18+/t24-,25+/m0/s1
• InChI key: GTZSEZHHSPWFFN-WHUSYDGZSA-N

Description

General description

Sphingomyelin is abundantly present in the cell membranes, particularly in myelin sheath and red blood cells. It has a ceramide unit with a phosphorylcholine moiety linked to position 1.

Application

02:0 SM (d18:1/2:0) is suitable for use in liposomes to measure ostreolysin A (OlyA) binding in order to infer the effects of phosphatidylcholines (PCs) on sphingomyelin (SM)/cholesterol interactions.

Biochem/physiol Actions

Sphingomyelin (SM) has high cholesterol affinity, which aids localization and interactions of proteins. It functions as a precursor to ceramides and other sphingolipid metabolites.

Packaging

5 mL Clear Glass Sealed Ampule (860580P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3