Didodecyl dimethylammonium bromide

Up until 1977, the non-covalent polymeric assemblies found in biological membranes rarely attracted any interest in supramolecular organic chemistry. Pure phospholipids and glycolipids were only synthesized for biophysical chemists who required pure preparations of uniform vesicles, in order to investigate phase transitions, membrane stability and leakiness, and some other physical properties. Only very few attempts were made to deviate from natural membrane lipids and to develop defined artificial membrane systems. In 1977, T. Kunitake published a paper on A Totally Synthetic Bilayer Membrane in which didodecyl dimethylammonium bromide was shown to form stable vesicles. This opened the way to simple and modifiable membrane structures. Since then, organic chemists have prepared numerous monolayer and bilayer membrane structures with hitherto unknown properties and coupled them with redox-active dyes, porous domains and chiral surfaces. Recently, fluid bilayers found in spherical vesicles have also been complemented by crystalline mono-... 

Fig. 5-44. Separation of a didodecyl-dimethylammonium bromide. -Separator column IonPac NS1 (10 pm) eluent (A) 0.02 mol/L HC1 / acetonitrile (25 75 v/v) flow rate 1 mL/min detection suppressed conductivity injection volume 50 pL solute concentration 300 ppm.

Surfactants have recently been used as models for membranes. Didodecyl-dimethylammonium bromide aggregates extensively in aqueous solutions into stable bilayer structures which further form vesicles and lamellae. Single compartment bilayer dioctadecyldimethylammonium chloride vesicles entrap and retain a number of substrates. Similar aggregation occurs with anionic amphiphiles with two normal alkyl groups as the hydrophobic residue. The hydrolysis of esters catalysed by a hydrophobic imidazole derivative occurs faster (up to 20-fold) in the intravesicle compared with the intervesicle reaction with didodecyldimethylammonium bromide. ... 

Durchschlag H, Zipper P Volume, Surface and Hytotion Properties of Proteins 19 Bering T -) Kettler E El Seoud OA, Pires PAR FTIR and H NMR Studies on the Structure of Water Solubilized by Reverse Aggregates of Dodecyltrimethyl-ammonium Bromide Didodecyl-dimethylammonium Bromide, and Their Mixtures in Organic Solvents 101... 

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