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Title: Towards synthetic peptide ligation
Author: Morris, Thomas William
ISNI:       0000 0004 2670 8453
Awarding Body: University of London
Current Institution: University College London (University of London)
Date of Award: 2008
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Presented is a novel protocol for the ligation of protected peptide segments that relies on a selective ruthenium-catalyzed cross metathesis reaction. Amino acid A-termini were acryloylated using acryloyl chloride and triethylamine and C-termini were coupled to homoallylamine using standard coupling conditions. The conditions used in both reactions are suited to use on protected peptides. Model studies were performed on a range of single protected amino acids. This demonstrated the applicability of the technique. The synthetic ligation between a protected dipeptide bearing a C-terminal homoallyl amide and a protected 7V-acryloyl tripeptide was achieved. Application to the total chemical synthesis of modified Crambin was then investigated. A site was chosen for ligation and syntheses of the appropriate peptide segments were attempted using solid phases peptide synthesis techniques and an Fmoc protection approach.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available