810604C
Avanti
16:0-16 Doxyl PC
Avanti Research™ - A Croda Brand 810604C
Synonym(s):
1-palmitoyl-2-stearoyl-(16-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
liquid
packaging
pkg of 1 × 1 mL (810604C-1mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 810604C
concentration
1 mg/mL (810604C-1mg)
lipid type
ESR probes
shipped in
dry ice
storage temp.
−20°C
General description
1-palmitoyl-2-stearoyl-(16-doxyl)-sn-glycero-3-phosphocholine (16:0-16 Doxyl PC) is a spin labelled phospholipid.
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
1-palmitoyl-2-stearoyl-(16-doxyl)-sn-glycero-3-phosphocholine (16:0-16 Doxyl PC) may be used:
- in bilayers or membranes to study the distribution of the lipid-attached doxyl electron paramagnetic resonance (EPR) spin label
- as spin-labelled lipid in multilamellar vesicles (MLVs) to measure membrane fluidity
- as a spin-labeled deep quencher in small unilamellar vesicles (SUVs) for nitroxide lipid quenching experiments
Packaging
5 mL Clear Glass Sealed Ampule (810604C-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
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
Certificates of Analysis (COA)
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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
Hyunju Cho et al.
Cell reports, 27(1), 307-320 (2019-04-04)
Activation of inositol-requiring enzyme (IRE1α) is an indispensable step in remedying the cellular stress associated with lipid perturbation in the endoplasmic reticulum (ER) membrane. IRE1α is a single-spanning ER transmembrane protein possessing both kinase and endonuclease functions, and its activation can
Anjali Gupta et al.
Journal of lipid research, 61(2), 252-266 (2019-12-21)
A fundamental feature of the eukaryotic cell membrane is the asymmetric arrangement of lipids in its two leaflets. A cell invests significant energy to maintain this asymmetry and uses it to regulate important biological processes, such as apoptosis and vesiculation.
An Ghysels et al.
Nature communications, 10(1), 5616-5616 (2019-12-11)
The functional significance of ordered nanodomains (or rafts) in cholesterol rich eukaryotic cell membranes has only begun to be explored. This study exploits the correspondence of cellular rafts and liquid ordered (Lo) phases of three-component lipid bilayers to examine permeability.
Ultra-stable temperature control in EPR experiments: thermodynamics of gel-to-liquid phase transition in spin-labeled phospholipid bilayers and bilayer perturbations by spin labels
Alaouie AM, et. al.
Journal of Magnetic Resonance, 182, 229-238 (2006)
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