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The synthesis of an array of stapled polyproline peptides

Brightwell, Dominic (2020) The synthesis of an array of stapled polyproline peptides. Master of Research (MRes) thesis, University of Kent,. (doi:10.22024/UniKent/01.02.103016) (KAR id:103016)


The purpose of this investigation was to determine if a short all hydrocarbon linker can be used to staple a polyproline chain and therein favouan alternative conformation to the typical type exhibited in an aqueous environment. An array of functionalised P(Pro)7 peptides were synthesised with olefin containing sidechains present at the 4C position on the 4th and 7th monomer units. Ruthenium-catalysed olefin metathesis was then used to form an all hydrocarbon i-i+3 linker between the two sidechains, effectively 'stapling' the peptide at the C-terminal. The conformation of the subsequent 'stapled' peptides was then investigated using, FT-IR and circular dichroism (CD), to determine the polyproline type I or type II character. The stapling of the peptides proved to alter the conformation from the typical PolPro2 character exhibited in an aqueous environment.

Item Type: Thesis (Master of Research (MRes))
Thesis advisor: Palma, Aniello
DOI/Identification number: 10.22024/UniKent/01.02.103016
Uncontrolled keywords: Polyproline, alpha-helix, mimetic, stapled peptides
Subjects: Q Science > QC Physics
Divisions: Divisions > Division of Natural Sciences > Physics and Astronomy
SWORD Depositor: System Moodle
Depositing User: System Moodle
Date Deposited: 27 Sep 2023 13:51 UTC
Last Modified: 28 Sep 2023 11:23 UTC
Resource URI: (The current URI for this page, for reference purposes)

University of Kent Author Information

Brightwell, Dominic.

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