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810603P

Avanti

16:0-10 Doxyl PC

Avanti Polar Lipids 810603P, powder

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Synonym(s):
1-palmitoyl-2-stearoyl-(10-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

powder

packaging

pkg of 1 × 1 mg (810603P-1mg)

manufacturer/tradename

Avanti Polar Lipids 810603P

lipid type

ESR probes
phospholipids

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.
Phosphocholine is considered as a precursor molecule. It is formed during the breakdown of phosphatidylcholine metabolism. 10-Doxyl is a spin label probe.

Application

16:0-10 Doxyl PC may be used:
  • in vesicles for quenching PT-(1–46)F4W fluorescence
  • as vesicle component for tryptophan based fluorescence emission studies
  • to probe the oxygen and Ni[II] ethylenediaminediacetic acid (NiEdda) accessibilities inside liposomes

Biochem/physiol Actions

Phosphatidylcholine (PC) functions as a surfactant within the mucus to form a hydrophobic surface to inhibit bacterial penetrance.

Packaging

5 mL Clear Glass Sealed Ampule (810603P-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.

Regulatory Information

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Certificates of Analysis (COA)

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Integrative Medicine - E-Book (2017)
Qufei Li et al.
Nature structural & molecular biology, 21(2), 160-166 (2014-01-15)
Voltage-gated ion channels respond to transmembrane electric fields through reorientations of the positively charged S4 helix within the voltage-sensing domain (VSD). Despite a wealth of structural and functional data, the details of this conformational change remain controversial. Recent electrophysiological evidence
Biology-cancer metabolic phenotype
NMR Metabolomics in Cancer Research, 15-138 (2013)
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
Q Wang et al.
Biochimica et biophysica acta, 1324(1), 69-75 (1997-02-21)
The N-terminal signal sequence of glucitol permease of Escherichia coli (Gut22: MIETITPGAVWFIGLFQKGGEC) and its analog (Gut22Ana: MIETITHGAEWFIGLFQKGGEC) were synthesized. The analog had a Pro residue substituted for the His at the 7th position of Gut22 and a Val residue substituted

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