Synthesis and characterization of monosaccharide lipids as novel hydrogelators

Self-assembly of small molecules is a useful strategy for forming functional supramolecular structures. Three new series of methyl alpha-D-glucopyranoside derivatives, including esters and carbamates, have been synthesized and characterized. Several of these compounds are excellent hydrogelators and formed interesting self-assembled network structures, including birefringent fibers and tubules. The gelation properties depend on the acyl chain length and the headgroup structures. Small molecule sugar-based hydrogelators have potential applications in drug delivery and enzyme immobilization.