Design and Synthesis of Polymeric Glycomimetics based on Precision Macromolecules

S4.2 Chemistry and biology of multivalent glycomimetics
Location (hall): 
Start/end time: 
Tuesday, July 2, 2019 - 11:15 to 11:45
Speaker reference: 

Laura Hartmann1

1Heinrich-Heine-University, Duesseldorf, Germany

From a chemical point of view, carbohydrates are a highly diverse class of biomacromolecules as they not only use a great number of different building blocks, the monosaccharides, but are assembled into linear and branched structures, oligomers, polymers and glycoconjugate structures. Intentionally reducing this complexity is achieved for so-called multivalent glycomimetics via the attachment of smaller glycan fragments onto synthetic scaffolds. We have introduced the class of precision glycomacromolecules as multivalent glycomimetics that can be easily varied in terms of their scaffold structure, scaffold composition as well as number and kind of glycan fragment attached, parameters known to affect ligand properties such as affinity. This is possible by using a solid phase approach based on tailor-made building blocks and standard Fmoc peptide chemistry giving access to a variety of monodisperse, sequence-controlled glycomacromolecules. In order to mimic the structural diversity of carbohydrates, these glycomacromolecules can then be used again as building blocks to create more complex glycomimetic structures and materials, e.g. through conjugation onto nanoparticles or microgels. The lecture will present the bottom-up synthesis of such glycomimetic materials, starting from small building blocks, solid phase assembly of oligomers going to higher molecular weight structures and will discuss their potential biomedical applications.