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810601C

Avanti

16:0-5 Doxyl PC

Avanti Research - A Croda Brand 810601C

Synonym(e):

1-palmitoyl-2-stearoyl-(5-doxyl)-sn-glycero-3-phosphocholine

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About This Item

Empirische Formel (Hill-System):
C46H90N2O10P
CAS-Nummer:
Molekulargewicht:
862.19
MDL-Nummer:
UNSPSC-Code:
51321705
NACRES:
NA.25

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Assay

>99% (TLC)

Form

liquid

Verpackung

pkg of 1 × 1 mL (810601C-1mg)

Hersteller/Markenname

Avanti Research - A Croda Brand 810601C

Konzentration

1 mg/mL (810601C-1mg)

Lipid-Typ

ESR probes
phospholipids

Versandbedingung

dry ice

Lagertemp.

−20°C

Allgemeine Beschreibung

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[1] and as fluorescent quenchers in lipid bilayer structural studies.[2]
Phosphatidylcholine (PC), a strong bilayer-forming lipid is the most common phospholipid in mammalian membranes.[3] It is also an important component of the mucosal layer of the colon.[4] 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[5] attached to it covalently.[6]

Anwendung

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[7]
  • in the preparation of multi-lamellar vesicles (MLVs) as a site-specific quencher to perform fluorescence quenching studies[8]
  • in the preparation of spin-labelled multi-lamellar vesicles (MLVs)[9]

Biochem./physiol. Wirkung

Phosphatidylcholine (PC) functions as a surfactant within the mucus to form a hydrophobic surface to inhibit bacterial penetrance.[4] It is used to treat fat embolism. Phosphatidylcholine lowers the levels of cholesterol and triglycerides.[10]

Verpackung

5 mL Clear Glass Sealed Ampule (810601C-1mg)

Angaben zur Herstellung

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.[11] For liposome preparations in fluorescent quenching measurements, dissolve the doxyl lipid in 150 μl absolute ethanol for a concentration of 40.3 mM.[2], Supplemental information

Rechtliche Hinweise

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Piktogramme

Skull and crossbonesHealth hazard

Signalwort

Danger

Gefahreneinstufungen

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

Zielorgane

Central nervous system, Liver,Kidney

WGK

WGK 3


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The Membranes of Cells (2016)
Integrative Medicine - E-Book (2017)
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
Local polarity and hydrogen bonding inside the Sec14p phospholipid-binding cavity: high-field multi-frequency electron paramagnetic resonance studies.
Smirnova TI, et al.
Biophysical Journal, 92, 3686-3695 (2007)
Fayi Wu et al.
Biochemistry, 45(41), 12510-12518 (2006-10-13)
The putative substrate-binding site in lipoxygenases is long and internal. There is little direct evidence about how the unsaturated fatty acid substrates enter and move within the cavity to position themselves correctly for electron transfer reactions with the catalytic non-heme

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