810603C
Avanti
16:0-10 Doxyl PC
Avanti Polar Lipids 810603C
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Synonym(s):
1-palmitoyl-2-stearoyl-(10-doxyl)-sn-glycero-3-phosphocholine
Empirical Formula (Hill Notation):
C46H90N2O10P
Recommended Products
Assay
>99% (TLC)
form
liquid
packaging
pkg of 1 × 1 mL (810603C-1mg)
manufacturer/tradename
Avanti Polar Lipids 810603C
concentration
1 mg/mL (810603C-1mg)
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.
Application
16:0-10 Doxyl PC may be used in vesicles for quenching PT-(1–46)F4W fluorescence. It may also be used in vesicles to check the fluorescence emission spectra in order to measure the penetration depth of the peptides′ tryptophan residues in lipid bilayer.
Biochem/physiol Actions
Phosphatidylcholine (PC) lowers the levels of cholesterol and triglycerides.
Packaging
5 mL Clear Glass Sealed Ampule (810603C-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.
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
Regulatory Information
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Biology-cancer metabolic phenotype
NMR Metabolomics in Cancer Research, 15-138 (2013)
Fluorescence studies on the interaction of a synthetic signal peptide and its analog with liposomes.
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
L A Falls et al.
The Journal of biological chemistry, 276(26), 23895-23902 (2001-04-20)
The hydrophobic omega-loop within the prothrombin gamma-carboxyglutamic acid-rich (Gla) domain is important in membrane binding. The role of this region in membrane binding was investigated using a synthetic peptide, PT-(1-46)F4W, which includes the N-terminal 46 residues of human prothrombin with
Viewing membrane-bound molecular umbrellas by parallax analyses.
Kondo M, et al.
Journal of the American Chemical Society, 130, 13771-13777 (2008)
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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