810601C

16:0-5 Doxyl PC

Avanti Research^™ - A Croda Brand 810601C

• Synonym(s): 1-palmitoyl-2-stearoyl-(5-doxyl)-sn-glycero-3-phosphocholine
• Empirical Formula (Hill Notation): C₄₆H₉₀N₂O₁₀P
• CAS Number: 188004-24-2
• Molecular Weight: 862.19
• UNSPSC Code: 51321705
• NACRES: NA.25

Properties

• Assay: >99% (TLC)
• form: liquid
• packaging: pkg of 1 × 1 mL (810601C-1mg)
• manufacturer/tradename: Avanti Research^™ - A Croda Brand 810601C
• concentration: 1 mg/mL (810601C-1mg)
• lipid type: ESR probes; phospholipids
• shipped in: dry ice
• storage temp.: −20°C

Description

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.

Phosphatidylcholine (PC), a strong bilayer-forming lipid is the most common phospholipid in mammalian membranes. It is also an important component of the mucosal layer of the colon. The 5^th carbon of the sn-2 stearic acid chain of 1-palmitoyl-2-stearoyl-(5-doxyl)-sn-glycero-3-phosphocholine analog has a Doxyl PC, a spin probe attached to it covalently.

Application

16:0-5 Doxyl PC may be used:

• as a component in virus-like large unilamellar vesicles (VL LUVs) to quench 4-chloro-7-nitrobenz-2-oxa-1,3-diazole (NBD) fluorescence emission
• in the preparation of multi-lamellar vesicles (MLVs) as a site-specific quencher to perform fluorescence quenching studies
• in the preparation of spin-labelled multi-lamellar vesicles (MLVs)

Biochem/physiol Actions

Phosphatidylcholine (PC) functions as a surfactant within the mucus to form a hydrophobic surface to inhibit bacterial penetrance. It is used to treat fat embolism. Phosphatidylcholine lowers the levels of cholesterol and triglycerides.

Packaging

5 mL Clear Glass Sealed Ampule (810601C-1mg)

Preparation Note

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., Supplemental information

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Safety Information

• Pictograms: GHS06,GHS08
• Signal Word: Danger
• Hazard Statements: H302,H315,H319,H331,H336,H351,H361d,H372,H412
• Precautionary Statements: P201 - P273 - P301 + P312 + P330 - P302 + P352 - P304 + P340 + P311 - P308 + P313
• 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