Synthesis and Gelling Properties of N-Palmitoyl-l-phenylalanine Sucrose Esters

Synthesis and Characterization of Maltose-Based Amphiphiles as Supramolecular Hydrogelators

“…In a first attempt, the synthesis of glyco-amphiphiles with an amide bond as the connecting group between the hydrophilic and the hydrophobic part was approached using maltose as the starting material. The aim of this approach was to obtain the product in a reduced number of steps in a similar way to the previously described sucrose derivatives . The synthesis of maltosylamine was carried out using ammonium carbonate as an ammonium donor or, alternatively, by the Liskhosherstov method using ammonium carbamate instead of carbonate.…”

“…We report here the synthesis and characterization of new amphiphilic glycolipids bearing a disaccharide polar head (see Figure ) and the study of their liquid crystalline and gel-forming properties. In a previous study by Fitremann et al, it was demonstrated that a mixture of isomers of N -palmitoylphenylalanine sucroesters, obtained by direct esterification of sucrose, can form an “egg-white”-like gel . Here, we describe the synthesis and properties of similar systems composed of a combination of maltose as a hydrophilic head and a palmitic fatty chain as a hydrophobic tail.…”

PFGSE–NMR study of the self-diffusion of sucrose fatty acid monoesters in water

“…We did not try to modelize this hydration sphere, accounting for a part of the radius measured. For fibers aggregates of N -palmitoyl-L-phenylalanine sucrose esters, a radius of 25-30 Å was found, measured by transmission electronic microscopy [53]. For micelles of other disaccharide surfactants such as N -acetyl-N -dodecyl lactosamine, SAXS measurement gave the radius 27.4/17.5 Å for an oblate geometry [54].…”

Synthesis of Organic Thiosulfates Tailored for the Electrochemical Deposition of ‘Self-Assembled Monolayers’ at Gold Surfaces

“…Inspired by the enormous progress in biotechnology and the growing demand for customized products considerable efforts have been made to synthesize novel surfactants. Two major approaches can be discerned: a) surfactants from regrowth/renewable materials [1][2][3][4][5] and b) total syntheses of surfactants possessing very defined properties [6][7][8][9][10][11][12][13][14][15][16] which can be tailored with regard to a multitude of surfactant applications. 18,19 Whereas most of the surfactants are of a molecular nature, [1][2][3][4][5][6][7][8][9][10][11] oligomeric and polymeric surfactants have been designed as well.…”

“…Two major approaches can be discerned: a) surfactants from regrowth/renewable materials [1][2][3][4][5] and b) total syntheses of surfactants possessing very defined properties [6][7][8][9][10][11][12][13][14][15][16] which can be tailored with regard to a multitude of surfactant applications. 18,19 Whereas most of the surfactants are of a molecular nature, [1][2][3][4][5][6][7][8][9][10][11] oligomeric and polymeric surfactants have been designed as well. [12][13][14][15][16][17] The novel total syntheses of new surfactants were developed either with respect to utilizing new methods (for instance: enzymatic synthesis 3 ) or to create unique properties, such as the inclusion of extremely hydrophobic groups into the surfactants' structure.…”