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Title: Novel glycopolymer architectures for biological applications : a supramolecular approach
Author: Abdouni, Yamin
ISNI:       0000 0004 9355 5864
Awarding Body: Queen Mary University of London
Current Institution: Queen Mary, University of London
Date of Award: 2020
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This work reports the synthesis and use of novel glycopolymeric structures synthesised via polymer and supramolecular chemistry for lectin-binding studies. A novel β-cyclodextrin initiator was developed for the polymerisation of sequence-controlled star-shaped polymers. Three distinct methods were explored, using well known ‘click’ or ‘click-like’ reactions after which it was found that radical thiol-ene offers the best initiator. Subsequently, this β-cyclodextrin based initiator was used for the sequence-controlled polymerisation of three different acrylates via single-electron transfer – living radical polymerisation (SET-LRP). In a second project, the influence of arm number and arm length of star-shaped glycopolymers was investigated towards a series of lectins found on dendritic and Langerhans cells. Novel star shaped initiators were synthesised and characterised and subsequently used for the polymerisation of glycomonomers via SET-LRP. Lectin-binding affinity for the synthesised glycopolymers was finally investigated via surface plasmon resonance (SPR) The third project describes the synthesis of novel glycopolymeric structures starting from commercially available polyethylenimine (PEI) via a supramolecular approach. Firstly, commercially available PEI was modified to contain appending adamantane units. Secondly a β-cyclodextrin was modified to contain seven appending mannose sugars, and also a β-cyclodextrin based mannose star-shaped glycopolymer was synthesised. Subsequently mannosylated PEI’s (glycoPEI) were achieved by host-guest complexation between the adamantyl residues and the β-cyclodextrin based mannose compounds. Finally the glycoPEIs were used as a self-amplifying RNA (saRNA) delivery platform both in vitro and ex vivo. Finally, the synthesis and characterisation of single-chain glycopolymeric nanoparticles achieved via a supramolecular approach were described. Mannose and ethyl hexyl acrylate containing amphiphilic glycopolymers with appending chiral benzene-1,3,5-tricarboxamide (BTA) units were synthesised via SET-LRP. After dissolution, heating and sonication, these polymeric compounds formed single-chain polymeric nanoparticles (SCPNs). These SCPNs were subsequently physically characterised via DLS, CD and SAXS and furthermore tested for their lectin binding efficiency via SPR towards a series of lectins found on dendritic and Langerhans cells.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available