810601P
Avanti
16:0-5 Doxyl PC
Avanti Polar Lipids 810601P, powder
Synonym(s):
1-palmitoyl-2-stearoyl-(5-doxyl)-sn-glycero-3-phosphocholine
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About This Item
Empirical Formula (Hill Notation):
C46H90N2O10P
CAS Number:
Molecular Weight:
862.19
UNSPSC Code:
41141825
NACRES:
NA.25
Recommended Products
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 1 mg (810601P-1mg)
manufacturer/tradename
Avanti Polar Lipids 810601P
lipid type
ESR probes
phospholipids
shipped in
dry ice
storage temp.
−20°C
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. The excretory and secretory products of helminths has a small hapten-like portion called phosphorylcholine (PC). 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) lowers the levels of cholesterol and triglycerides.
Packaging
5 mL Clear Glass Sealed Ampule (810601P-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
also commonly purchased with this product
Storage Class
11 - Combustible Solids
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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Edurne Rujas et al.
The Journal of biological chemistry, 292(13), 5571-5583 (2017-02-19)
The 4E10 antibody displays an extreme breadth of HIV-1 neutralization and therefore constitutes a suitable model system for structure-guided vaccine design and immunotherapeutics against AIDS. In this regard, the relevance of autoreactivity with membrane lipids for the biological function of
Alexander Vogel et al.
Biophysical journal, 85(3), 1691-1701 (2003-08-29)
The distribution of the lipid-attached doxyl electron paramagnetic resonance (EPR) spin label in 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine membranes has been studied by (1)H and (13)C magic angle spinning nuclear magnetic resonance relaxation measurements. The doxyl spin label was covalently attached to the 5th
Diego E Sastre et al.
The Journal of biological chemistry, 295(7), 2136-2147 (2019-12-05)
PlsX plays a central role in the coordination of fatty acid and phospholipid biosynthesis in Gram-positive bacteria. PlsX is a peripheral membrane acyltransferase that catalyzes the conversion of acyl-ACP to acyl-phosphate, which is in turn utilized by the polytopic membrane
Phosphatidylserine dynamics in cellular membranes.
Kay, J.G
Molecular Biology of the Cell, 23, 2198-2212 (2012)
Insight into antibody combining sites using nuclear magnetic resonance and spin label haptens
McConnell HM
Advances in Protein Chemistry, 49, 135-148 (1996)
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