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Synthesis of Bioinspired Polymeric Amphiphiles towards Dynamic Self-Assemblies
KTH, School of Chemical Science and Engineering (CHE).
2016 (English)Independent thesis Advanced level (degree of Master (Two Years)), 20 credits / 30 HE creditsStudent thesisAlternative title
Syntes av amfifiliska polymerer och deras dynamiska självorganisering (Swedish)
Abstract [en]

In this master'sthesis,a strategy to synthesize amphiphilicpeptide-polymerconjugates is presented. The amphiphilic molecule was obtained in two separate steps, first a protocol for synthesizing hydrophobic polymers was developed followed by covalently conjugationtoa chelating peptide.

These nanomaterials are inspired by the naturally marine occurring siderophores, compounds which marine bacteria excrete for iron chelation. A synthetic material with similar applications could be applicable in, for instance,removing toxic metals from water or starving bacteria of metal ions required for the irmetabolism.

The synthesis of oligomeric-hydrophobic polymer blocks was performed via atom transfer radical polymerization (ATRP) with a protected maleimide initiator. Efforts to enhance uniform dispersity, obtain reproducibility and gain control over the polymerization were performed by kinetic experimental work. The main focus was put towards styrene polymerization and work up procedures of the obtained product, including purification , dehalogenation anddeprotection.

A protocol for tunable styrene oligomers was developed and optimized to fit the requirements of the conjugation step, before being coupled to  a commercially  available (His)5-  p eptide  via thiol-ene  chemistry. Experiments were conducted to conjugate the peptide to a novel synthetic fatty-acidtail utilizing the same method . Both studies show successful formation of a mphiphilic compounds which were analyzed by high performance liquid chromatography (HPLC), 1 H-nuclear magnetic resonance spectroscopy(1H-NMR) and matrix-assisted laser desorption/ionization(MALDI).

Future research aims to use these conjugates to explore self-assembly behavior and stimuli-responsiveness  of  the nanomaterials.

Place, publisher, year, edition, pages
2016.
National Category
Polymer Technologies
Identifiers
URN: urn:nbn:se:kth:diva-206846OAI: oai:DiVA.org:kth-206846DiVA: diva2:1094126
Available from: 2017-05-09 Created: 2017-05-09 Last updated: 2017-05-09Bibliographically approved

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