29557-51-5

Basic information

• Product Name: DODECYL PHOSPHOCHOLINE
• Synonyms: DODECYL PHOSPHOCHOLINE;12:0 PHOSPHOCHOLINE;n-Dodecylphosphorylcholine;FOS-CHOLINE-12;N-DODECYLPHOSPHOCHOLINE;odecyl phosphocholine;2-(Trimethylammonio)ethyl dodecyl phosphate;Choline, hydroxide, dodecyl hydrogen phosphate, inner salt (8ci)
• CAS NO: 29557-51-5
• Molecular Formula: C17H38NO4P
• Molecular Weight: 351.46
• Product Categories: Miscellaneous
• Mol File: 29557-51-5.mol
• Article Data: 3

Chemical Properties

• Melting Point: 224-226 °C
• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: DODECYL PHOSPHOCHOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: DODECYL PHOSPHOCHOLINE(29557-51-5)
• EPA Substance Registry System: DODECYL PHOSPHOCHOLINE(29557-51-5)

Safety Data

• Hazardous Substances Data: 29557-51-5(Hazardous Substances Data)

Usage

Chemical Properties

mp 251-252°C

Uses

n-Dodecylphosphocholine (unlabelled) (CAS# 29557-51-5) is a useful research compound. This compound can be used to produce large amounts of function membrane of the protein, hERG.

InChI:InChI=1/C17H38NO4P/c1-5-6-7-8-9-10-11-12-13-14-15-17(19,23(20,21)22)16-18(2,3)4/h19H,5-16H2,1-4H3,(H-,20,21,22)/p+1

Upstream product

• 77638-27-8 dodecyl dichlorophosphate 
• 112-53-8 1-dodecyl alcohol 
• 96720-29-5 1-[(2-oxo-1,3,2-dioxaphospholan-2-yl)oxy]dodecane 
• 75-50-3 trimethylamine 
• 85311-32-6 Phosphoric acid 2-bromo-ethyl ester dodecyl ester 

Relevant articles and documents

Synthesis and properties of alkyl phosphorylcholine amphiphiles with a linear and an asymmetrically branched alkyl chain

Alkyl phosphorylcholine amphiphiles bearing one linear chain and one asymmetrically branched alkyl chain were successfully synthesized using 2-chloro-2-oxo-1,3,2-dioxaphospholane in tetrahydrofuran or ethyl acetate. 1H and 31PNMR studies revealed that the linear alkyl phosphorylcholines (Cn-PC) provide aqueous micelles in D2O and reverse micelles in CDCl3, while the branched alkyl phosphorylcholines (ISOFOLn-PC) give vesicles in D2O. The critical micelle concentrations (CMCs) of Cn-PC were measured by fluorescence dye solubilization methods: the CMCs of C12-PC, C 14-PC, C16-PC, and C18-PC were 1.6, 0.38, 0.16, and 0.11 mM, respectively, in water at 25 °C. The critical association concentrations (CACs) of ISOFOLn-PC, ISOFOLn-PC, and ISOFOL24-PC were 0.068, 0.005, and 0.077 mM, respectively, in water at 25 °C. The vesicle size of ISOFOLn-PC in aqueous solution was measured by the dynamic light scattering method. The mean diameter of ISOFOLn-PC vesicles was approximately 30 nm and the size distribution was relatively monodisperse. The ISOFOLn-PC vesicles formed were colloidally stable in water over the period of several weeks.

Synthesis and biological activity of some lysing and fusogenically active phosphocholine derivatives

2-Hexadecylglycerophosphocholine (1) and its 1-O-methyl, 1-O-ethyl and 1-O-benzyl (4) derivatives as well as some n-alkanol phosphocholines were synthetized and tested for haemolytic activity. Most potent (LD50 approximately equal to 5.10(-6) mol/l) were 1 and the hexadecanol and octadecanol phosphocholines (7 and 8). 1, 4 and 7 were tested for fusogenic activity against vegetable protoplasts. When used at sublytic concentrations (0.01 - 0.05 mmol), these compounds were as efficient as polyethylene glycol.