Merck, 810601C-1MG, 16:0-5 Doxyl PC

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), a strong bilayer-forming lipid is the most common phospholipid in mammalian membranes. It is also an important component of the mucosal layer of the colon. The 5th carbon of the sn-2 stearic acid chain of 1-palmitoyl-2-stearoyl-(5-doxyl)-sn-glycero-3-phosphocholine analog has a Doxyl PC, a spin probe attached to it covalently.
Application
16:0-5 Doxyl PC may be used:
as a component in virus-like large unilamellar vesicles (VL LUVs) to quench 4-chloro-7-nitrobenz-2-oxa-1,3-diazole (NBD) fluorescence emission
in the preparation of multi-lamellar vesicles (MLVs) as a site-specific quencher to perform fluorescence quenching studies
in the preparation of spin-labelled multi-lamellar vesicles (MLVs)

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 (810601C-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., Supplemental information
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC