810601C
Avanti
16:0-5 Doxyl PC
Avanti Research™ - A Croda Brand 810601C
Synonyme(s) :
1-palmitoyl-2-stearoyl-(5-doxyl)-sn-glycero-3-phosphocholine
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About This Item
Formule empirique (notation de Hill):
C46H90N2O10P
Numéro CAS:
Poids moléculaire :
862.19
Code UNSPSC :
51321705
Nomenclature NACRES :
NA.25
Produits recommandés
Pureté
>99% (TLC)
Forme
liquid
Conditionnement
pkg of 1 × 1 mL (810601C-1mg)
Fabricant/nom de marque
Avanti Research™ - A Croda Brand 810601C
Concentration
1 mg/mL (810601C-1mg)
Type de lipide
ESR probes
phospholipids
Conditions d'expédition
dry ice
Température de stockage
−20°C
Catégories apparentées
Description générale
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)
Actions biochimiques/physiologiques
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.
Conditionnement
5 mL Clear Glass Sealed Ampule (810601C-1mg)
Notes préparatoires
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
Informations légales
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Mention d'avertissement
Danger
Mentions de danger
Classification des risques
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
Organes cibles
Central nervous system, Liver,Kidney
Classe de danger pour l'eau (WGK)
WGK 3
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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
Alexander Kyrychenko et al.
The journal of physical chemistry. B, 117(19), 5875-5885 (2013-04-26)
Spin-labeled lipids are commonly used as fluorescence quenchers in studies of membrane penetration of dye-labeled proteins and peptides using depth-dependent quenching. Accurate calculations of depth of the fluorophore rely on the use of several spin labels placed in the membrane
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
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