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810604C

Avanti

16:0-16 Doxyl PC

Avanti Polar Lipids 810604C

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Synonym(s):
1-palmitoyl-2-stearoyl-(16-doxyl)-sn-glycero-3-phosphocholine
Empirical Formula (Hill Notation):
C46H90N2O10P
CAS Number:
Molecular Weight:
862.19
UNSPSC Code:
41141825
NACRES:
NA.25

Assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 1 mL (810604C-1mg)

manufacturer/tradename

Avanti Polar Lipids 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.

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

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

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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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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.
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
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.
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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