810600P

16:0-12 Doxyl PC

Avanti Research^™ - A Croda Brand 810600P, powder

• Synonym(s): 1-palmitoyl-2-stearoyl-(12-doxyl)-sn-glycero-3-phosphocholine
• Empirical Formula (Hill Notation): C₄₆H₉₀N₂O₁₀P
• CAS Number: 217499-54-2
• Molecular Weight: 862.19
• UNSPSC Code: 41141825
• NACRES: NA.25

Properties

• Assay: >99% (TLC)
• form: powder
• packaging: pkg of 1 × 1 mg (810600P-1mg)
• manufacturer/tradename: Avanti Research^™ - A Croda Brand 810600P
• lipid type: ESR probes; phospholipids
• shipped in: dry ice
• storage temp.: −20°C

Description

General description

Avanti′s nitroxide spin product listing is a group of compounds designed to act as membrane probes. A variety of positions down the hydrophobic chain are labeled with the nitroxide functional groups to allow probing the membrane at various depths. These compounds have been synthesized from 1-palmitoyl-2-hydroxy-sn-glycerol-3-phosphocholine with the product being purified by column chromatography. Various n-doxyl phosphocholines have been recently used as biophysical tools to elucidate membrane trafficking with phosphatidylinositol transfer proteins and as fluorescent quenchers in lipid bilayer structural studies.

Phosphatidylcholine (PC) is a strong bilayer-forming lipid. It the most common phospholipid in mammalian membranes. It is also an important component of the mucosal layer of the colon. 1-palmitoyl-2-stearoyl-(12-doxyl)-sn-glycero-3-phosphocholine (12-NO-PC) is a nitroxide-labeled phospholipid.

Application

16:0-12 Doxyl PC is suitable for use:

• as a lipophilic collisional quencher to prepare liposomes used in lipophilic quenching experiments
• to prepare liposomes used in nitroxide quenching experiments to examine the location of each NBD (7-nitrobenz-2-oxa-1,3-diazole) probe in mutants
• as a component in POPC or 1:1 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine (POPC)/1-palmitoyl-2-oleoyl-sn-glycero-3-phospho-rac-1-glycerol (POPG) mixtures to prepare unlabelled large unilamellar liposomes

Biochem/physiol Actions

Phosphatidylcholine (PC) functions as a surfactant within the mucus to form a hydrophobic surface to inhibit bacterial penetrance. It is used to treat fat embolism. Phosphatidylcholine lowers the levels of cholesterol and triglycerides.

Packaging

5 mL Clear Glass Sealed Ampule (810600P-1mg)

Preparation Note

To prevent aggregation, prepare water-based solutions of 2 mM stock solutions of n-DOXYL PCs and store in plastic. Dilute stock solutions to 0.03- 0.1 mM solutions for EPR studies. For liposome preparations in fluorescent quenching measurements, dissolve the doxyl lipid in 150 μl absolute ethanol for a concentration of 40.3 mM. href="https://pubs.acs.org/doi/suppl/10.1021/ja804929m/suppl_file/ja804929m_si_001.pdf"target="_blank">Supplemental information

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Safety Information

• Storage Class Code: 11 - Combustible Solids