Selective aliphatic/aromatic organogelation controlled by the side chain of serine amphiphiles

Abstract

Structural modifications in the side chain of N-Fmoc-l-serine amphiphiles induce the selective gelation of either aliphatic or aromatic hydrocarbon solvents.

Glycosyl squaramides, a new class of supramolecular gelators

“…This difference in intensity of the FTIR bands between the solution and gel state has been observed by other authors and is proposed to be due to an increase in the concentration of glycosyl squaramide 6 close to the ATR crystal as the gel forms. 35,36 Given the amphiphilic nature of this compound, aromatic interactions between squaramide rings 30 and hydrophobic interactions are expected to be the main driving force for gelation in the presence of water.…”

Gelation of a Pentapeptide in Alcohols

“…42−44 been reported that the stability of organogels was improved with increasing polarity of the solvents due to the H-bond formation. 45,46 These findings are beneficial for understanding how the solvophobic/solvophilic balance determined the selfassembly of peptides in forming organogels. Nevertheless, a new organogel was largely developed through a trial and error method, and currently, there is still insufficient information in the literature for summing up scientific rules to routinely design peptide-based organogelators.…”

“…The peptide-based organogelators self-assembled into diverse morphologies ranging from fibers to sheet-like or nanotube structures by varying solvent polarity. − It has been shown that the supramolecular chirality of the assemblies in the organogel of l -glutamide amphiphile exhibited obvious dependence on the polarity of the solvent . Hydrogen-bond-forming solvents added into dipeptide solutions were found to initiate gelation through solvent-bridged hydrogen bonding. − It has also been reported that the stability of organogels was improved with increasing polarity of the solvents due to the H-bond formation. , These findings are beneficial for understanding how the solvophobic/solvophilic balance determined the self-assembly of peptides in forming organogels. Nevertheless, a new organogel was largely developed through a trial and error method, and currently, there is still insufficient information in the literature for summing up scientific rules to routinely design peptide-based organogelators.…”