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About This Item
Empirical Formula (Hill Notation):
C46H90N2O10P
CAS Number:
Molecular Weight:
862.19
UNSPSC Code:
12352211
NACRES:
NA.25
Assay:
>99% (TLC)
Form:
powder
Product Name
16:0-14 Doxyl PC, Avanti Research™ - A Croda Brand 810605P, powder
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 1 mg (810605P-1mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 810605P
shipped in
dry ice
storage temp.
−20°C
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General description
16:0-14 Doxyl Phosphatidylcholine (PC) is a doxyl probe with a nitroxyl ring attached at carbon 14 on the chain of 1-palmitoyl-2-stearoyl-(14-doxyl)-sn-glycero-3-phosphocholine (PSPC).
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.
Application
16:0-14 Doxyl PC (1-palmitoyl-2-stearoyl-(14-doxyl)-sn-glycero-3-phosphocholine) has been used:
- in the labeling of small unilamellar vesicles for electron spin resonance (ESR) spectra
- as spin label for labeling at different depths of 1-palmitoyl-2-stearoyl-sn-glycero-3-phosphocholine (PSPC) multilamellar vesicles (MLVs) for nuclear magnetic resonance (NMR) studies
- as paramagnetic spin labels for 1H-15N heteronuclear single quantum coherence (HSQC) spectra
Biochem/physiol Actions
16:0-14 Doxyl Phosphatidylcholine (PC) is used as a label to probe various membrane depths from the hydrocarbon-water interface. It quenches the fluorescence of 7-nitrobenz-2-oxa-1,3-diazole (NBD), a fluorescent label in the lipid bilayer. There is a progressive increase in the depth and degree of mobility of the probe as the doxyl group substitution proceeds towards the end of the lipid chain, and flexibility also increases.
Packaging
5 mL Clear Glass Sealed Ampule (810605P-1mg)
Preparation Note
Product use: 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 , Additional supplemental information.
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class
11 - Combustible Solids
Regulatory Information
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Molecular dynamics simulations of depth distribution of spin-labeled phospholipids within lipid bilayer
Kyrychenko A and Ladokhin AS
The Journal of Physical Chemistry B, 117(19), 5875-5885 (2013)
Solid-state NMR paramagnetic relaxation enhancement immersion depth studies in phospholipid bilayers
Chu S, et al.
Journal of Magnetic Resonance, 207(1), 89-94 (2010)
Molecular mechanism of membrane docking by the Vam7p PX domain
Lee SA, et al.
The Journal of Biological Chemistry, 281(48), 37091-37101 (2006)
Calibration of distribution analysis of the depth of membrane penetration using simulations and depth-dependent fluorescence quenching
Kyrychenko A, et al.
The Journal of Membrane Biology, 248(3), 583-594 (2015)
Binding of alpha-synuclein affects the lipid packing in bilayers of small vesicles
Kamp, et al.
Test, 281(14), 9251-9259 (2006)
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