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Title: Novel monomers, dummy templates and binding probes for molecularly imprinted polymers
Author: Washahi, Aisha Ahmed Yousuf Al
Awarding Body: University of Leeds
Current Institution: University of Leeds
Date of Award: 2012
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Molecularly imprinted polymers (MIPs) are synthetic receptors containing binding sites selective for a particular analyte molecule. They have been investigated for applications in many of the same analytical techniques where biological antibodies are currently used, such as in binding assays and sensors. MIPs are made using a template which interacts with a functional monomer: after polymerisation the template is extracted to leave the vacant binding sites. In this project, two new amine functional monomers for molecular imprinting were synthesised;4-vinylbenzylarnine (4-VBA) and diethylvinylbenzyl amine (DEVBA). A thorough study of the molecular imprinting of bisphenol A (BPA) template using DEVBA as a monomer has been described. This MIP showed selective binding towards BPA in the presence of structural analogues. These results were in agreement with the NMR titrations data which suggest a hydrogen bond formation between the BPA and DEVBA during imprinting. The new monomers were also used to prepare MIPs for enantioseparation of ibuprofen (IBP). NMR titrations revealed that DEVBA formed strong complexes with the template (S-IBP). However, enantioseparation of IBP was not achieved on either MIP. In chapter 3, MIPs were prepared for the sulphonamide antibiotic sulfamethazine (SMZ). These polymers were successfully used as stationary phases in HPLC for the separation of SMZ and related structures, both in organic and aqueous mobile phases. Two novel derivatives of SMZ were synthesised in chapter 4. Dansylmethazine (DMZ) was designed as a fluorescent analogue of 5MZ and anthraquinonesulfamethazine (AqSMZ) as a dummy template or electroactive analogue. The optical properties of these novel compounds were investigated. A set of AqSMZ-MIPs were prepared and investigated as HPLC stationary phases, in comparison with the MIPs prepared using SMZ as a template. Unlike SMZMIPs, the AqSMZ-MIPs showed very poor recognition of SMZ and its derivatives. This could be due to limited accessibility to the imprinted sites under the investigated conditions due to polymer swelling. The SMZ-MIPs and AqSMZ-MIPs were investigated for use in a competitive binding assay for SMZ using DMZ as a fluorescent probe. Using a MIP based on AqSMZ and glycerol dimethacrylate (GDMA) as cross-linker, some limited evidence for selective binding of the fluorescent probe was obtained. The poor performance of II - the MIP in a competitive assay, however, suggested the need for more optimisation in order to develop a useful sulphonamides assay.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available