A novel cyclotriphosphazene-based low-molecular weight organogelator was prepared by immobilization of six dialkylated L-glutamide derivatives on a cyclotriphosphazene core, and its ability as a self-assembling organogelator was investigated. The organogelator exhibited enhanced gelation ability and chirality, and thixotropic property for self-restoring to a gel state; this was compared to the corresponding L-glutamide-derived organogelator without the core. The gelation test, transmission electron microscopy observation, and circular dichroism (CD) spectral study showed that the gelation and aggregation ability were enhanced by immobilization onto the cyclotriphosphazene core. Gels in chloroform and cyclohexane-ethanol (95:5) mixture showed an unusual thixotropic property.
Well-ordered and highly-oriented structures were constructed on a cyclotriphosphazene core by the ring-opening polymerization of N-carboxyanhydride of γ-methyl and γ-benzyl L-glutamates with hexakis(4aminophenoxy)cyclotriphosphazene as an initiator. The polymers were found to form α-helix conformation from the positions of amide I and amide II in fourier transform infrared spectroscopy (FT-IR) spectra and negative Cotton effects in circular dichroizm (CD) spectra. Both the γ-methyl and γ-benzyl L-glutamate hybrids displayed conformational stability in their hexafluoro-2-propanol (HFIP) solutions under temperature changes between 5 and 60 • C. The oligo(γbenzyl L-glutamate) with short chain length (average 8 residue per each chain) showed extremely high α-helical content, which was determined to be almost 100%. These results demonstrate that the cyclotriphosphazene core exerts a strong secondary structure stabilizing effect.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.