810601C
Avanti
16:0-5 Doxyl PC
Avanti Research™ - A Croda Brand 810601C
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:
51321705
NACRES:
NA.25
Assay
>99% (TLC)
form
liquid
packaging
pkg of 1 × 1 mL (810601C-1mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 810601C
concentration
1 mg/mL (810601C-1mg)
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. 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
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3
Target Organs
Central nervous system, Liver,Kidney
WGK
WGK 3
Regulatory Information
危险化学品
易制毒化学品（2类）
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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The Membranes of Cells (2016)
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
Integrative Medicine - E-Book (2017)
H C Chan et al.
Magnetic resonance in medicine, 8(2), 160-170 (1988-10-01)
The positively charged nitroxide spin label, 2,2,6,6-tetramethyl-piperidine-N-oxyl-4-trimethylammonium (Cat1), was encapsulated in two types of liposomes, phosphatidylserine/phosphatidylcholine (PS/PC) and phosphatidylserine/distearoylphosphatidylcholine/dipalmitoylphosphatidyl choline (PS/DSPC/DPPC). The liposomes were incubated with mouse thymus-bone marrow (TB) cells to study the uptake and metabolism of nitroxides entrapped
Viewing membrane-bound molecular umbrellas by parallax analyses.
Kondo M, et al.
Journal of the American Chemical Society, 130, 13771-13777 (2008)
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