Colloidal particles are attractive to study biological systems and to deliver therapeutic agents more effectively. The focus of the work is to continue the development of colloidal supramolecular particles made from guanosine derivatives with the longer-term goal of determining structure-activity relationships aimed at modulating the immune system. We have demonstrated that an imidazole containing 8-aryl-2-deoxyguanosine derivative (8ArG) self-assemble into hierarchical colloidal particles termed supramolecular hacky sacks (SHS). These SHS particles can encapsulate and deliver biomedically relevant cargo like small molecule drugs, fluorescent probes, proteins, and plasmid DNA. Preliminary data demonstrate that the structure of the constituent 8ArG is critical for the biological activity of the SHS. Thus, we have set out to determine what structural features are essential for the latter and how it can be manipulated. This presentation will focus on the synthesis and characterization of a series of isomeric and isosteric 8ArG derivatives, as well as preliminary studies of their self-assembly into their SHS. The characterization of such particles relies on a combination of various techniques like NMR, IR, UV/Vis, fluorescence studies, DSC, and DLS. Furthermore, we will also study how such variations in the structure impact the biological activity (e.g., cellular uptake and trafficking) as well as the immunological activity. We expect these new particles to provide further insight into the potential for developing new delivery agents for DNA vaccines.

Development of supramolecular particles made from guanosine derivatives to study and modulate the immune system

253rd National Meeting (2017)

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.