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Title: The Synthesis of Simplified Peptide Amphiphiles for Cell Adhesion
Author: Percival, Darryl
ISNI:       0000 0004 2690 6345
Awarding Body: University of Aberdeen
Current Institution: University of Aberdeen
Date of Award: 2008
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Currently peptide amphiphiles incorporate a large number of amino acids into their structure which has the drawback of limiting production to the gram scale rather than kilogram scale required by the pharmaceutical industry.  Therefore simplified peptide amphiphiles containing significantly fewer amino acids were synthesised. The simple peptide amphiphiles contained the RGD (Arginine-Glycine-Aspartic Acid) and IKVAV (Isoleucine-Lysine-Valine-Alanine-Valine) cell adhesion ligands.  The RGD cell adhesion ligand is  non-specific and interacts with most cell types whereas the IKVAV ligand interacts specifically with nerve cells.  The inclusion of the IKVAV peptide sequence in a peptide amphiphile may permit the resultant hydrogel to be used as a scaffold for nerve regeneration. The main target compound investigated was Alky-CCRGD (Palmitic Acid-Cysteine-Cysteine-Arginine-Glycine-Aspartic Acid).  This was synthesised using solid phase peptide synthesis and a solution phase strategy which enabled the advantages and disadvantages of each synthetic method to be determined. A variety of peptide amphiphiles containing the RGD sequence were also successfully synthesised.  These compounds were tested for gelation by exposing their solutions to acid vapours and adding different metal cation solutions.  IKVAV-containing peptide amphiphiles were also successfully synthesised. The gel structure of Alkyl-CCRGD was investigated using cryo-SEM and preliminary cell adhesion studies were carried out on RGD-containing simple peptide amphiphiles that formed gels upon the addition of metal cations in order to test the biocompatibility of the resultant hydrogels formed.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available