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810605C

Avanti

16:0-14 Doxyl PC

Avanti Research - A Croda Brand 810605C

Synonym(s):

1-palmitoyl-2-stearoyl-(14-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:
12352211
NACRES:
NA.25

Assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 1 mL (810605C-1mg)

manufacturer/tradename

Avanti Research - A Croda Brand 810605C

concentration

1 mg/mL (810605C-1mg)

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.

Application

16:0-14 Doxyl PC has been used:
  • as a spin label for electron paramagnetic resonance (EPR) studies
  • in labeling of small unilamellar vesicles (SUV) for electron spin resonance (ESR) studies
  • in polarity profile studies of phospholipid membranes by high-frequency ESR

Biochem/physiol Actions

16:0-14 Doxyl phosphatidylcholine (PC) is used in the labeling of small unilamellar vesicles (SUVs) to probe the membrane depth from the hydrocarbon-water interface. n-Doxyl PC is incorporated in membranes for depth quenching measurements. It is used in fluorescence based vesicle quenching studies.

Packaging

5 mL Clear Glass Sealed Ampule (810605C-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

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

Flash Point(F)

does not flash

Flash Point(C)

does not flash

Regulatory Information

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Spin-label saturation-recovery EPR at W-band: applications to eye lens lipid membranes
Mainali L, et al.
Journal of Magnetic Resonance, 212(1), 86-94 (2011)
Conformational distributions and hydrogen bonding in gel and frozen lipid bilayers: a high frequency spin-label ESR study
Dzikovski B, et al.
The Journal of Physical Chemistry B, 116(23), 6694-6706 (2012)
Basis for selectivity of cationic antimicrobial peptides for bacterial versus mammalian membranes
Glukhov E, et al.
The Journal of Biological Chemistry, 280(40), 33960-33967 (2005)
Binding of alpha-synuclein affects the lipid packing in bilayers of small vesicles
Kamp, et al.
Test, 281(14), 9251-9259 (2006)
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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