Date of Award
Doctor of Philosophy (PhD)
Chemistry & Biochemistry
Low molecular weight gelators (LMWGs) are small molecules that can form gels in either organic solvents or water in their pure form or as mixtures. LMWGs self-assemble through noncovalent interactions such as hydrogen bonding, halogen bonding, van der Waals interactions and hydrophobic forces in solvents. They have shown great potential in biomedical industry, catalysis and environmental remediation to name a few. Moreover, the formation of metallogels can be used for detection of various ions as well as catalysis, which adds a new dimension to their applications. Among many classes of LMWGs based on the type of functional groups used, carbohydrate based LMWGs are particularly interesting since they can be derived from naturally abundant sources and their biocompatible nature allows them to be utilized in multifarious applications. Using carbohydrates as the starting materials, various types of glucose, galactose and glucosamine based LMWGs have been developed in our lab.
To further understand the structural influences towards self-assembling and gelation, the effect of introducing additional hydrophobic units into the templates has been evaluated for my studies. In this research, first project involves the synthesis and self-assembling properties of triazole containing glycoconjugates derived from peracetylated glucosides and galactosides, their characterization as well as their applications in metallogel formation, catalysis, sustained drug release and dye removal for waste-water treatment. The second project discussed in Chapter 3 involves the synthesis and characterization of various C-2 and C-3 carbamate derivatives of the 4,6-O-phenyl ethylidene acetal protected D-glucosamine containing LMWGs. These compounds formed co-gels in the presence of metal ions, quaternary ammonium salts and drugs such as naproxen sodium in aqueous solutions. The multi-component gels obtained from this study were analyzed for their conductivity and catalytic properties as well as their potential in sustained drug delivery and dye removal. The third project discussed in Chapter 4 focuses on the study of increasing chain length at the anomeric position to understand the structural requirements for the preparation of photo-responsive gels and their applications for controlled release. Finally, conclusions and future perspectives are discussed in chapter 5.
"Design, Synthesis and Characterization of Triazole Based Glycoconjugates and 4,6-Acetal Protected D-Glucosamine Derivatives as Low Molecular Weight Gelators"
(2022). Doctor of Philosophy (PhD), Dissertation, Chemistry & Biochemistry, Old Dominion University, DOI: 10.25777/n316-ea12
Available for download on Thursday, October 03, 2024