810602C

16:0-7 Doxyl PC

Avanti Research^™ - A Croda Brand 810602C

• Synonym(s): 1-palmitoyl-2-stearoyl-(7-doxyl)-sn-glycero-3-phosphocholine
• Empirical Formula (Hill Notation): C₄₆H₉₀N₂O₁₀P
• CAS Number: 213331-17-0
• Molecular Weight: 862.19
• UNSPSC Code: 41141825
• NACRES: NA.25

Properties

• assay: >99% (TLC)
• form: liquid
• packaging: pkg of 1 × 1 mL (810602C-1mg)
• manufacturer/tradename: Avanti Research^™ - A Croda Brand 810602C
• concentration: 1 mg/mL (810602C-1mg)
• lipid type: ESR probes
• shipped in: dry ice
• storage temp.: −20°C

Description

General description

16:0-7 Doxyl PC is a nitroxide labeled phospholipid. It is an uncharged hydrophobic quencher. It is restricted to hydrophobic core of the membrane.[1]

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. [2][3]

The excretory and secretory products of helminths has a small hapten-like portion called phosphorylcholine (PC).[4] Several prokaryotic and eukaryotic pathogens has PC as its structural constituent.[5]

Application

16:0-7 Doxyl PC (1-palmitoyl-2-stearoyl-(7-doxyl)-sn-glycero-3-phosphocholine)(7-NO-PC) has been used:

• in liposome preparation[1]
• as a spin-labeled probe for quenching analysis[6]
• in the preparation of spin-labeled lipid vesicles for electron paramagnetic resonance (EPR) spectroscopy[7]
• in the preparation of liposomes for fluorescence quenching experiments[8]

Biochem/physiol Actions

Phosphorylcholine (PC) possesses immunomodulatory properties.[5]

Packaging

5 mL Clear Glass Sealed Ampule (810602C-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.[9] For liposome preparations in fluorescent quenching measurements, dissolve the doxyl lipid in 150 μl absolute ethanol for a concentration of 40.3 mM.[3] , Supplemental information

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Safety Information

• pictograms: GHS06,GHS08
• signalword: Danger
• hcodes: H302,H315,H319,H331,H336,H351,H361d,H372
• pcodes: P201 - P260 - P264 - P280 - P304 + P340 + P311 - P403 + P233
• 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: 6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: does not flash
• flash_point_c: does not flash