Thixotropic hydrogelators based on a cyclo(dipeptide) derivative.

Thixotropic hydrogelators have great potential in biomedical and biotechnological applications. In this study, we report new hydrogelators and their behavior during gel-sol-gel transitions. In particular, cyclo(L-O-hydroxyhexylaspartyl-L-phenylalanyl), which was synthesized with 1,6-hexanediol, formed a thermally/isothermally reversible physical gel with several solvents, including pure water, saline, alcohols, as well as 1.0 M aqueous NaCl, KCl, CaCl2, and MgCl2 solutions. TEM observations showed self-assembled fibers with diameters of 10-100 nm. FT-IR results revealed that the gels were mainly formed by hydrogen bonding and van der Waals forces; thixotropic behavior resulted from the disruption of the van der Waals forces between the alkylene chains under shearing. These results were repeatedly and reproducibly observed at room temperature, even when measurements were repeated many times.